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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Jinan Finer Chemical Co., Ltd

Product description: Product name Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate CAS number 131860-97-4 Assay ≥98% Appearance Yellowish powder Capacity 200mt/year

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:10 Gram

FOB Price: $12.0

Type:Lab/Research institutions

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be sent

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 131860-97-4 with competitive price

Cas:131860-97-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Benzeneacetic acid,2-[(6-chloro-4-pyrimidinyl)oxy]-a-(methoxymethylene)-, methyl ester, (aE)-

Cas:131860-97-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Benzeneacetic acid,2-[(6-chloro-4-pyrimidinyl)oxy]-a-(methoxymethylene)-, methyl ester, (aE)-

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate Basic information Product Name: Methyl (E)-2-[2-(6-chloropyrimidin-

131860-97-4 C15H13ClN2O4 Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Sinotech Import&Export Corporation

Chemical Names: Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate Chemical Structure: Molecular Formula: C15H13ClN2O4 CAS: 13

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

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EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

Benzeneacetic acid,2-[(6-chloro-4-pyrimidinyl)oxy]-a-(methoxymethylene)-, methyl ester, (aE)-

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Taiho Chemical Co.,LTD

TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Xi`an Eastling Biotech Co., Ltd.

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuxi TAA Chemical Industry Co.,LTD.

1.A strong technical force and advanced processing equipments. The quality of the products has been strictly inspected and all kinds of index have reached or exceeded domestic and international standards.2. Now we have established long-term stable re

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Benzeneacetic acid,2-[(6-chloro-4-pyrimidinyl)oxy]-a-(methoxymethylene)-, methyl ester, (aE)-

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

BOC Sciences

We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:powder Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as primary and sec

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Trading Company

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Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

131860-97-4

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers2. Produce products of different specifications and sizes according to your requirements.3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures sta

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Yuanye Bio-Technology Co., Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:1g Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by express or by sea Port:Any port

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemlyte Solutions

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Other

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NANJING SUNNY PHARMATECH CO., LTD

We are professional supplier in China for this product, we are dedicated to providing customers with the best quality, price, and service. Please feel free to send us inquiries.Appearance:Please contact us for product details Package:As per shipment

Methyl (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

Cas:131860-97-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

C12H15O5(1-)*Na(1+)

C12H15O5(1-)*Na(1+)

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Stage #1: 4,6-dichloropyrimidine; C12H15O5(1-)*Na(1+) With sodium carbonate; methyl 1,4-diazabicyclo<2.2.2>octane-2-carboxylate In toluene at 20℃; for 2h;
Stage #2: With zinc(II) chloride In toluene for 6h; Solvent; Reagent/catalyst; Reflux;
97.3%
methyl (Z)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

methyl (Z)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With methanesulfonic acid In acetonitrile at 70℃; for 8h;96.9%
3-((α)‐2‐(2‐(6‐chloropyrimidin-4‐yl)oxy)phenyl)methyl-3-methoxyacrylate
383428-73-7

3-((α)‐2‐(2‐(6‐chloropyrimidin-4‐yl)oxy)phenyl)methyl-3-methoxyacrylate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With methanesulfonic acid for 1h; Heating; Large scale;96%
With methanesulfonic acid In toluene at 85℃; for 1.5h; Large scale;
methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)acetate
484064-87-1

methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)acetate

dimethyl sulfate
77-78-1

dimethyl sulfate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Stage #1: methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)acetate; trimethyl orthoformate With titanium tetrachloride; triethylamine In dichloromethane at -5 - 20℃; Inert atmosphere;
Stage #2: dimethyl sulfate With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; toluene at 20 - 50℃;
91%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

(E)-3-methoxy-2-(2-hydroxyphenyl)-acrylic acid methyl ester
114077-42-8

(E)-3-methoxy-2-(2-hydroxyphenyl)-acrylic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 0℃; Inert atmosphere;84%
With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 4h; Inert atmosphere;84.6%
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 12h; Inert atmosphere;83.1%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;67%
2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid; sodium hydroxide In toluene at 80 - 90℃; for 3h;82.3%
With methanesulfonic acid In acetic anhydride at 90℃; for 2h;80%
With sodium hydrogencarbonate at 160℃; under 20 Torr; for 2h; Product distribution / selectivity;
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

(E)-Methyl 2-[2-hydroxyphenyl]-3-methoxypropenoate

(E)-Methyl 2-[2-hydroxyphenyl]-3-methoxypropenoate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide71%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In N,N-dimethyl-formamide
2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

methane sulfonic acid

methane sulfonic acid

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With acetic anhydride In toluene
(E)-3-methoxy-2-(2-benzyloxyphenyl)acrylic acid methyl ester
103497-78-5

(E)-3-methoxy-2-(2-benzyloxyphenyl)acrylic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10% palladium on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 3040.2 Torr
2: caesium carbonate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: hydrogen; 5%-palladium/activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
2: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C
View Scheme
(Z)-3-methoxy-2-iodo-acrylic acid methyl ester
163041-47-2

(Z)-3-methoxy-2-iodo-acrylic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
2: 10% palladium on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 3040.2 Torr
3: caesium carbonate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 9.25 h / 20 - 90 °C / Sonication; Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C
3: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere
View Scheme
2-benzyloxyphenylboronic acid
190661-29-1

2-benzyloxyphenylboronic acid

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
2: 10% palladium on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C / 3040.2 Torr
3: caesium carbonate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 9.25 h / 20 - 90 °C / Sonication; Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C
3: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere
View Scheme
2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylic acid
478413-47-7

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylic acid

sodium methylate
124-41-4

sodium methylate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
In methanol
3-(α-methoxy)methylene benzofuran-2-(3H)-ketone
40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium / 0.5 h / -10 °C
1.2: 1 h / Inert atmosphere
2.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
3.1: methanesulfonic acid / acetic anhydride / 2 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: 1 h / -5 - 0 °C
2: methyl 1,4-diazabicyclo<2.2.2>octane-2-carboxylate; sodium carbonate / toluene / 4 h / 20 °C
3: acetic anhydride; methanesulfonic acid / toluene / 8 h / 95 - 100 °C
View Scheme
Multi-step reaction with 3 steps
1: polyethylene glycol 600 / tetrahydrofuran / 5 - 20 °C / Inert atmosphere; Large scale
2: sodium methylate / tetrahydrofuran / 75 h / 25 °C / Large scale
3: methanesulfonic acid / toluene / 1.5 h / 85 °C / Large scale
View Scheme
2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester
175971-61-6

2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
2: methanesulfonic acid / acetic anhydride / 2 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / toluene / 4 h / 20 °C
2: methanesulfonic acid; acetic anhydride / 6 h / 105 - 110 °C
View Scheme
Multi-step reaction with 2 steps
1: methyl 1,4-diazabicyclo<2.2.2>octane-2-carboxylate; sodium carbonate / toluene / 4 h / 20 °C
2: acetic anhydride; methanesulfonic acid / toluene / 8 h / 95 - 100 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / toluene / 4 h / 20 °C
2: acetic anhydride; methanesulfonic acid / toluene / 6 h / 105 - 110 °C
View Scheme
2-Hydroxyphenylacetic acid
614-75-5

2-Hydroxyphenylacetic acid

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 2-Methylpropionic anhydride / 10 h / 100 °C
2.1: sodium / 0.5 h / -10 °C
2.2: 1 h / Inert atmosphere
3.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
4.1: methanesulfonic acid / acetic anhydride / 2 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1.1: acetyl chloride; hydrogenchloride / 20 h / 20 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 3 h
3.2: 2 h / 20 °C
4.1: hydrogen; 5%-palladium/activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
5.1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: acetic anhydride / 2.5 h / 110 °C / Inert atmosphere; Large scale
2: 21 h / 110 °C / Large scale
3: polyethylene glycol 600 / tetrahydrofuran / 5 - 20 °C / Inert atmosphere; Large scale
4: sodium methylate / tetrahydrofuran / 75 h / 25 °C / Large scale
5: methanesulfonic acid / toluene / 1.5 h / 85 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: acetic anhydride / 2 h / 100 °C / Inert atmosphere; Large scale
1.2: 19 h / 100 °C / Large scale
2.1: tetrahydrofuran; methanol / 72 h / 3 - 24 °C / Inert atmosphere; Large scale
3.1: methanesulfonic acid / 1 h / Heating; Large scale
View Scheme
methyl (2E)-3-methoxy-2-propenoate
5788-17-0

methyl (2E)-3-methoxy-2-propenoate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: iodine; pyridine / tetrachloromethane / 72 h / 0 - 20 °C / Inert atmosphere
2: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
4: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
2-bromophenyl benzyl ether
31575-75-4

2-bromophenyl benzyl ether

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: magnesium; iodine / tetrahydrofuran / 2 h / 47 °C / Inert atmosphere
1.2: 4 h / -30 - 20 °C / Inert atmosphere
1.3: Grignard Reaction / 0.5 h / 20 °C
2.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
4.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: magnesium; iodine / tetrahydrofuran / 0.08 h / 35 - 47 °C / Inert atmosphere
1.2: 5 h / -30 °C / pH 2
2.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 9.25 h / 20 - 90 °C / Sonication; Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C
4.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere
View Scheme
2-hydroxybromobenzene
95-56-7

2-hydroxybromobenzene

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 3.5 h / 30 °C / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 2 h / 47 °C / Inert atmosphere
2.2: 4 h / -30 - 20 °C / Inert atmosphere
2.3: Grignard Reaction / 0.5 h / 20 °C
3.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 10 h / 90 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C / 760.05 Torr
5.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 3.5 h / 30 °C / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 0.08 h / 35 - 47 °C / Inert atmosphere
2.2: 5 h / -30 °C / pH 2
3.1: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 9.25 h / 20 - 90 °C / Sonication; Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere
View Scheme
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone
40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

sodium methylate
124-41-4

sodium methylate

A

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

B

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With Methyl formate; potassium carbonate; 2-methyl-1,4-diazabicyclo [2,2,2]octane In methanol; toluene at 5 - 20℃; for 1.5h; Temperature; Reagent/catalyst; Time; Inert atmosphere; Overall yield = 92.7 %;
With trimethylamine In methanol; toluene at 5℃; for 6h; Catalytic behavior; Temperature; Reagent/catalyst;
With 3-dimethylamino-1-azabicyclo[2.2.2]octane In methanol; toluene at 5 - 15℃; for 2h;
benzofuran-2(3H)-one
553-86-6

benzofuran-2(3H)-one

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydride / N,N-dimethyl-formamide / 2 h / -10 - 0 °C
2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
3: sodium methylate / Methyl formate / 10 h / 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1: 21 h / 110 °C / Large scale
2: polyethylene glycol 600 / tetrahydrofuran / 5 - 20 °C / Inert atmosphere; Large scale
3: sodium methylate / tetrahydrofuran / 75 h / 25 °C / Large scale
4: methanesulfonic acid / toluene / 1.5 h / 85 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1: acetic anhydride / 95 - 100 °C
2: sodium methylate / toluene / 20 - 25 °C
3: toluene-4-sulfonic acid; sodium hydroxide / toluene / 3 h / 80 - 90 °C
View Scheme
Multi-step reaction with 3 steps
1: water / 12 h / 100 °C / Autoclave
2: sodium / 1 h / 0 °C
3: sodium / 1 h / 0 °C
View Scheme
3-formylbenzofuran-2(3H)-one
40800-88-2

3-formylbenzofuran-2(3H)-one

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
2: sodium methylate / Methyl formate / 10 h / 20 - 25 °C
View Scheme
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone
40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With sodium methylate In Methyl formate at 20 - 25℃; for 10h;
methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine; iodine / tetrachloromethane / 72 h / 0 - 20 °C / Inert atmosphere
2: potassium phosphate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 9.25 h / 20 - 90 °C / Sonication; Inert atmosphere
3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h / 35 °C
4: caesium carbonate / N,N-dimethyl-formamide / 4 h / 0 °C / Inert atmosphere
View Scheme
methyl (2-hydroxyphenyl)acetate
22446-37-3

methyl (2-hydroxyphenyl)acetate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 3 h
2.2: 2 h / 20 °C
3.1: hydrogen; 5%-palladium/activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
4.1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C
View Scheme
2-benzyloxyphenylacetic acid methyl ester
40525-65-3

2-benzyloxyphenylacetic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 3 h
1.2: 2 h / 20 °C
2.1: hydrogen; 5%-palladium/activated carbon / methanol / 18 h / 20 °C / 760.05 Torr
3.1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C
View Scheme
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone
40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

A

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

B

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
With sodium methylate; potassium carbonate; 2-methyl-1,4-diazabicyclo [2,2,2]octane In methanol; Methyl formate; toluene at 5 - 20℃; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere; Overall yield = 92.3 %Chromat.;
(E)-3-(α-methoxy)methylenebenzofuran-2(3H)-one
40800-90-6

(E)-3-(α-methoxy)methylenebenzofuran-2(3H)-one

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol / 1 h / -5 - 0 °C
2: sodium carbonate / toluene / 4 h / 20 °C
3: methanesulfonic acid; acetic anhydride / 6 h / 105 - 110 °C
View Scheme
methyl 2-(2-hydroxyphenyl)-3-methoxyacrylate
125808-20-0

methyl 2-(2-hydroxyphenyl)-3-methoxyacrylate

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium methylate / tetrahydrofuran / 75 h / 25 °C / Large scale
2: methanesulfonic acid / toluene / 1.5 h / 85 °C / Large scale
View Scheme
3-(α-methoxy)methylene benzofuran-2-(3H)-ketone
40800-90-6

3-(α-methoxy)methylene benzofuran-2-(3H)-ketone

A

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

B

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1 h / -5 - 0 °C
2: sodium carbonate; methyl 1,4-diazabicyclo<2.2.2>octane-2-carboxylate / toluene / 2 h / 20 °C
View Scheme
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

Conditions
ConditionsYield
Stage #1: salicylonitrile With potassium carbonate; 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60℃; for 0.166667h;
Stage #2: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate In N,N-dimethyl-formamide at 60 - 84℃; for 0.333333h; Product distribution / selectivity;
100%
Stage #1: salicylonitrile With potassium carbonate In cyclohexanone at 100℃; for 0.166667h;
Stage #2: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; 1,4-diaza-bicyclo[2.2.2]octane In cyclohexanone at 100℃; for 1.66667h; Product distribution / selectivity;
96.3%
Stage #1: salicylonitrile; 1,4-diaza-bicyclo[2.2.2]octane In toluene at 70℃; for 0.5h;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 70 - 74℃; for 0.25h;
Stage #3: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate In toluene at 70℃; for 0.5h; Product distribution / selectivity;
94.7%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

salicylonitrile
611-20-1

salicylonitrile

Conditions
ConditionsYield
With potassium carbonate; quinuclidine hydrochloride In 4-methyl-2-pentanone at 60 - 80℃; for 0.5h; Product distribution / selectivity;100%
With potassium carbonate; 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 48 - 65℃; for 1h; Product distribution / selectivity;98.3%
Stage #1: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; salicylonitrile In N,N-dimethyl-formamide at 60℃; for 0.0833333h;
Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 60℃; for 0.0833333h;
Stage #3: With potassium carbonate In N,N-dimethyl-formamide at 60 - 89℃; for 0.166667h; Product distribution / selectivity;
97.1%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

2-hydroxybenzonitrile potassium salt

2-hydroxybenzonitrile potassium salt

Conditions
ConditionsYield
With potassium carbonate; triethylamine In water; toluene at 80℃; for 10h;96.12%
2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

salicylonitrile
611-20-1

salicylonitrile

A

2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3,3-dimethoxypropionic acid methyl ester

2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3,3-dimethoxypropionic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester; (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; salicylonitrile With potassium carbonate In Isopropyl acetate at 60℃; for 0.166667h;
Stage #2: With 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate at 90℃; for 6h; Product distribution / selectivity;
A 91.45%
B 4.4%
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In Isopropyl acetate for 6.5h; Product distribution / selectivity; Heating / reflux;A 82.85%
B 7.05%
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In cyclohexanone at 90℃; for 2.33333 - 4h; Product distribution / selectivity;A 73%
B 18.3%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

tert-butyl 6-(3-cyano-4-hydroxyphenyl)hexanoate
1266105-23-0

tert-butyl 6-(3-cyano-4-hydroxyphenyl)hexanoate

tert-butyl 6-(3-cyano-4-(6-(2-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)phenoxy) pyrimidin-4-yloxy)phenyl)hexanoate
1266105-24-1

tert-butyl 6-(3-cyano-4-(6-(2-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)phenoxy) pyrimidin-4-yloxy)phenyl)hexanoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere;91%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

A

(E)-methyl 2-[2-(6-(2-cyanoanilino)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate
141190-17-2

(E)-methyl 2-[2-(6-(2-cyanoanilino)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

B

(E)-methyl 2-[2-(6-methylthiopyrimidin-4-yloxy)phenyl]-3-methoxypropenoate
131860-99-6

(E)-methyl 2-[2-(6-methylthiopyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

Conditions
ConditionsYield
tetrabutylammomium bromide In chloroform; waterA 89%
B n/a
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

ethyl 2-(2-hydroxyphenyl)acetate
41873-65-8

ethyl 2-(2-hydroxyphenyl)acetate

C25H24N2O7

C25H24N2O7

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;89%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

toluene-3-thiol
108-40-7

toluene-3-thiol

C22H20N2O4S

C22H20N2O4S

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;88%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

2-thiocresol
137-06-4

2-thiocresol

C22H20N2O4S

C22H20N2O4S

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;85%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

ortho-cresol
95-48-7

ortho-cresol

C22H20N2O5

C22H20N2O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;85%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

para-thiocresol
106-45-6

para-thiocresol

C22H20N2O4S

C22H20N2O4S

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;82%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

methyl salicylate
119-36-8

methyl salicylate

C23H20N2O7

C23H20N2O7

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;82%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

2-hydroxybenzonitrile sodium salt
74255-21-3

2-hydroxybenzonitrile sodium salt

Conditions
ConditionsYield
With silica gel immobilized triethylene diamine catalyst 2 In toluene at 80 - 85℃; for 5h;82%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

4-hydroxybenzotrifluoride
402-45-9

4-hydroxybenzotrifluoride

C22H17F3N2O5

C22H17F3N2O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;81%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

phenol
108-95-2

phenol

(E)-methyl 3-methoxy-2-(2-(6-phenoxypyrimidin-4-yloxy)phenyl)acrylate
131860-27-0

(E)-methyl 3-methoxy-2-(2-(6-phenoxypyrimidin-4-yloxy)phenyl)acrylate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 3h;80%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

1-(4-chlorophenyl)-1H-pyrazol-4-ol
77458-30-1

1-(4-chlorophenyl)-1H-pyrazol-4-ol

C24H19ClN4O5

C24H19ClN4O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;79%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

3-Trifluoromethylphenol
98-17-9

3-Trifluoromethylphenol

C22H17F3N2O5

C22H17F3N2O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;76%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

salicylonitrile
611-20-1

salicylonitrile

2-hydroxybenzonitrile potassium salt

2-hydroxybenzonitrile potassium salt

Conditions
ConditionsYield
With potassium carbonate In water75.6%
With potassium carbonate In water70.8%
With potassium hydroxide In water61.5%
2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester
143230-42-6

2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

2-hydroxybenzonitrile potassium salt

2-hydroxybenzonitrile potassium salt

A

2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3,3-dimethoxypropionic acid methyl ester

2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3,3-dimethoxypropionic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester; (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate; 2-hydroxybenzonitrile potassium salt With potassium carbonate In Isopropyl acetate; water at 50℃;
Stage #2: With 1,4-diaza-bicyclo[2.2.2]octane In Isopropyl acetate; water for 3.75 - 5h; Product distribution / selectivity; Heating / reflux;
A 72.6%
B 15.4%
Stage #1: 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3,3-dimethoxypropionic acid methyl ester; (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In Isopropyl acetate; water at 50℃;
Stage #2: 2-hydroxybenzonitrile potassium salt In Isopropyl acetate; water for 4.33333h; Product distribution / selectivity; Heating / reflux;
A 68%
B 12.4%
4,5-dichloropyrimidine
6554-61-6

4,5-dichloropyrimidine

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

(E)-Methyl 2-[2-hydroxyphenyl]-3-methoxypropenoate

(E)-Methyl 2-[2-hydroxyphenyl]-3-methoxypropenoate

2-chloro-3-hydroxypyridine
6636-78-8

2-chloro-3-hydroxypyridine

(E)-methyl 2-[2-(6-(2-chloropyrid-3-yloxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate
133001-57-7

(E)-methyl 2-[2-(6-(2-chloropyrid-3-yloxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate

Conditions
ConditionsYield
With potassium carbonate; copper(I) chloride In N,N-dimethyl-formamide70%
methanol
67-56-1

methanol

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

C16H16N2O5

C16H16N2O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;69%
(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate
131860-97-4

(E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate

3-[(4-hydroxyphenyl)imino]-5-methyl-1-propylindolin-2-one

3-[(4-hydroxyphenyl)imino]-5-methyl-1-propylindolin-2-one

(E)-methyl 3-methoxy-2-(2-((6-(4-((5-methyl-2-oxo-1-propylindolin-3-ylidene)amino)phenoxy)pyrimidin-4-yl)oxy)phenyl)acrylate

(E)-methyl 3-methoxy-2-(2-((6-(4-((5-methyl-2-oxo-1-propylindolin-3-ylidene)amino)phenoxy)pyrimidin-4-yl)oxy)phenyl)acrylate

Conditions
ConditionsYield
Stage #1: 3-[(4-hydroxyphenyl)imino]-5-methyl-1-propylindolin-2-one With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 0.5h;
Stage #2: (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate In N,N-dimethyl-formamide at 90℃;
69%
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