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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality (1S)-4,5-Dimethoxy-1-(Methylaminoethyl)Benzocyclobutane supplier in China

Cas:866783-12-2

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Anhui Dexinjia Biopharm Co., Ltd

As a leading and professional manufacturer of APIs and API intermediates in China,Anhui Dexinjia Biopharm Co., Ltd founded in 2006, Except for the R&D center, our company has built a close cooperation relation with Chinese Academy of Sciences,

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine

Cas:866783-12-2

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:10 Kilogram

FOB Price: $1000.0 / 1200.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]-benzocyclobutane 866783-12-2

Cas:866783-12-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]-benzocyclobutane

Cas:866783-12-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]-benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: (S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine Synonyms: (S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine;(S)-1-(3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)-N-MethylMethanaMine;

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine Manufactuered in China best quality

Cas:866783-12-2

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

(1S)-4,5-Dimethoxy-1-(Methylaminoethyl)Benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Saiwante (shanghai) New Material Technology Co., Ltd.

Uses:(S)-N-((3,4-Dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl)methyl)-N-methylacetamide is a derivative of (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane (D461760, HCl); an intermediate in the synthesis of Ivabradine (I940500, HCl) whi

99% 866783-12-2 (S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine

Cas:866783-12-2

Min.Order:1 Gram

FOB Price: $3.0 / 5.0

Type:Trading Company

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development 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 chemi

1-[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]-N-methylmethanamine

Cas:866783-12-2

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Hebei Kunsui Technology Co., Ltd.

1. A strong scientific research team . 2. Stable quality (with a complete scientific research center and testing center to ensure the quality stability of each batch of products). 3. Rich export experience (with practical experience in exporting to m

CAS 866783-12-2 (S)-(4,5-dimethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-Methylmethanamine

Cas:866783-12-2

Min.Order:1 Kilogram

FOB Price: $8.2 / 8.8

Type:Trading Company

inquiry

Siwei Development Group Ltd.

Product name: (1S)-4,5-Dimethoxy-1-(Methylaminomethyl)-Benzocyclobutane CAS No.:866783-12-2 Molecule Formula:C12H17NO2 Molecule Weight:207.26 Purity: 98% Package: 25kg/drum Description:White to off-white powder Manufacture Standards:Enterprise

High Quality (1S)-4,5-Dimethoxy-1-(Methylaminomethyl)-Benzocyclobutane in stock

Cas:866783-12-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Minstar Chemical Co., Ltd

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine Chemical Properties storage temp. Sealed in dry,2-8°C

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine

Cas:866783-12-2

Min.Order:1 Gram

FOB Price: $66.0

Type:Lab/Research institutions

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Hangzhou ZeErRui Chemical Co., Ltd.

ProductName:1-[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]-N-methylmethanamine Synonyms:(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine;(S)-1-(3,4-DiMethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)-N-MethylMethChemic

1-[(7S)-3,4-dimethoxy-7-bicyclo[4.2.0]octa-1,3,5-trienyl]-N-methylmethanamine

Cas:866783-12-2

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, in

Enke 1-((7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)-N-methylmethanamine

Cas:866783-12-2

Min.Order:1 Kilogram

FOB Price: $300.0 / 400.0

Type:Lab/Research institutions

inquiry

Win-Win chemical Co.Ltd

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

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine Cas no.866783-12-2 66783%

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, higher purity,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 synthesis of various pesticides, medicines, s

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

with high qualityAppearance:white powder Storage:Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Package:25kg/drum Application:as intermediates Transportation:by courier, air or sea Port:At any port from China

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

(1S)-4,5-Dimethoxy-1-(Methylaminoethyl)Benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]-benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

(S)-(4,5-diMethoxy-1,2-dihydrocyclobutabenzen-1-yl)-N-MethylMethanaMine

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

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

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]-benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

We are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for

(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane

Cas:866783-12-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane N-acetyl-L-glutamic acid

(1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane N-acetyl-L-glutamic acid

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With sodium hydroxide In ethanol; dichloromethane; water at 20℃; for 1h; pH=10 - 11;99%
(1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane dextro mandelate

(1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane dextro mandelate

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 20℃; for 1h; pH=10 - 11;96%
ethyl {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate
869856-10-0

ethyl {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Stage #1: ethyl {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}carbamate With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 1h; Heating / reflux;
Stage #2: With sodium hydroxide; water In tetrahydrofuran at 15℃;
93%
(7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide
1220993-43-0

(7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Stage #1: (7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-carboxamide With sodium tetrahydroborate; iodine In tetrahydrofuran for 24h; Reflux;
Stage #2: With hydrogenchloride; water pH=3;
90%
With lithium aluminium tetrahydride In tetrahydrofuran for 0.5h; Reflux;46%
N-[[3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]-N-methylamine (S)-mandelate

N-[[3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]-N-methylamine (S)-mandelate

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate at 25℃; for 0.166667h;n/a
C12H17NO2*C20H18O8

C12H17NO2*C20H18O8

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With sodium hydroxide In water
3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
35202-54-1

3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydroxide / ethanol / 5 h / Reflux
2.1: (R)-1-phenyl-ethyl-amine / isopropyl alcohol / 1 h / Reflux; Resolution of racemate
3.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 20 °C
4.1: iodine; sodium tetrahydroborate / tetrahydrofuran / 24 h / Reflux
4.2: pH 3
View Scheme
Multi-step reaction with 5 steps
1.1: borane-THF / tetrahydrofuran / 12 h / 20 °C
1.2: 1 h
2.1: triethylamine / dichloromethane / 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
4.1: ethanol / Resolution of racemate
5.1: sodium hydroxide / ethyl acetate
View Scheme
Multi-step reaction with 3 steps
1.1: nitrilase of Rhodococcus erythropolis NCIMB11215 / aq. phosphate buffer; dimethyl sulfoxide / 96 h / 30 °C / pH 7.3 / Enzymatic reaction
2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C
2.2: 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Reflux
View Scheme
(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid
41234-23-5

(R,S)-4,5-dimethoxy-1,2-dihydrocyclobutabenzene-1-carboxylic acid

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: (R)-1-phenyl-ethyl-amine / isopropyl alcohol / 1 h / Reflux; Resolution of racemate
2.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 20 °C
3.1: iodine; sodium tetrahydroborate / tetrahydrofuran / 24 h / Reflux
3.2: pH 3
View Scheme
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene
53207-00-4

1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -60 °C
1.2: 1 h
2.1: sodium amide / 2 h / 20 °C
3.1: borane-THF / tetrahydrofuran / 12 h / 20 °C
3.2: 1 h
4.1: triethylamine / dichloromethane / 20 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
6.1: ethanol / Resolution of racemate
7.1: sodium hydroxide / ethyl acetate
View Scheme
3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile
35249-62-8

3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium amide / 2 h / 20 °C
2.1: borane-THF / tetrahydrofuran / 12 h / 20 °C
2.2: 1 h
3.1: triethylamine / dichloromethane / 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
5.1: ethanol / Resolution of racemate
6.1: sodium hydroxide / ethyl acetate
View Scheme
1-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine hydrochloride
35202-55-2

1-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methanamine hydrochloride

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
3: ethanol / Resolution of racemate
4: sodium hydroxide / ethyl acetate
View Scheme
ethyl ((3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl)carbamate
148870-55-7

ethyl ((3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl)carbamate

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
2: ethanol / Resolution of racemate
3: sodium hydroxide / ethyl acetate
View Scheme
({3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl)(methyl)amine
148870-56-8

({3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl)(methyl)amine

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / Resolution of racemate
2: sodium hydroxide / ethyl acetate
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 1 h / Reflux
2: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
Multi-step reaction with 2 steps
1: ethanol; Isopropyl acetate / 1 h / Reflux
2: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate
1031767-75-5

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With sodium hydroxide In ethyl acetate
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate; methanol / 0.33 h / 0 °C
2.1: acetic acid / 0.5 h / 0 °C
2.2: 0 - 20 °C
3.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -60 °C
3.2: 1 h
4.1: sodium amide / 2 h / 20 °C
5.1: borane-THF / tetrahydrofuran / 12 h / 20 °C
5.2: 1 h
6.1: triethylamine / dichloromethane / 20 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
8.1: ethanol / Resolution of racemate
9.1: sodium hydroxide / ethyl acetate
View Scheme
(3,4-dimethoxyphenyl)methanol
93-03-8

(3,4-dimethoxyphenyl)methanol

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: acetic acid / 0.5 h / 0 °C
1.2: 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -60 °C
2.2: 1 h
3.1: sodium amide / 2 h / 20 °C
4.1: borane-THF / tetrahydrofuran / 12 h / 20 °C
4.2: 1 h
5.1: triethylamine / dichloromethane / 20 °C
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Reflux
7.1: ethanol / Resolution of racemate
8.1: sodium hydroxide / ethyl acetate
View Scheme
(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile
1214788-46-1

(R)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)nitrile

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C
2.1: nitrilase of Rhodococcus erythropolis NCIMB11215 / aq. phosphate buffer; dimethyl sulfoxide / 96 h / 30 °C / pH 7.3 / Enzymatic reaction
3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C
2.1: nitrilase of Rhodococcus rhodochrous NCIMB11216 / aq. phosphate buffer; dimethyl sulfoxide / 96 h / 30 °C / pH 7.3 / Enzymatic reaction
3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 2 h / 65 °C
2.1: over-expressed nitrilase of Rhodococcus rhodochrous NCIMB 11216 / aq. phosphate buffer; dimethyl sulfoxide / 6 h / 30 °C / pH 7 / Enzymatic reaction
3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Reflux
View Scheme
(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid
1220993-44-1

(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 20 °C
1.2: 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Reflux
View Scheme
(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine
73344-75-9

(±)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methylamine

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.25 h / 20 °C
1.2: 12 h / 20 °C
2.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C
3.1: ethanol / 1 h / Reflux
4.1: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
Multi-step reaction with 4 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.25 h / 20 °C
1.2: 12 h / 20 °C
2.1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C
3.1: ethanol; Isopropyl acetate / 1 h / Reflux
4.1: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
C12H15NO3

C12H15NO3

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C
2: ethanol / 1 h / Reflux
3: sodium hydroxide / ethanol; water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
Multi-step reaction with 3 steps
1: boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 8 h / 0 - 20 °C
2: ethanol; Isopropyl acetate / 1 h / Reflux
3: sodium hydroxide / water; dichloromethane / 1 h / 20 °C / pH 10 - 11
View Scheme
C12H15NO3

C12H15NO3

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 0 - 5℃; for 10h; pH=3 - 4; Inert atmosphere; Large scale;1.17 kg
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

7,8-dimethoxy-3-(3-chloropropyl)-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one acetate

7,8-dimethoxy-3-(3-chloropropyl)-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one acetate

ivabradine
155974-00-8

ivabradine

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 85 - 88℃; for 8h;99.1%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

2-(3-bromopropyl)isoindole-1,3-dione
5460-29-7

2-(3-bromopropyl)isoindole-1,3-dione

2-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-1H-isoindole-1,3(2H)-dione
1393427-01-4

2-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Reflux;97%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride
866783-13-3

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine hydrochloride

Conditions
ConditionsYield
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine With acetic acid In ethanol at 20℃; for 0.5h;
Stage #2: With hydrogenchloride at 15 - 20℃; for 1h;
95%
With hydrogenchloride In ethanol; ethyl acetate at 15 - 20℃; for 1h; Industry scale;92%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one
148870-57-9

7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
1086026-31-4

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25 - 45℃; for 12h;91%
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine With potassium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 0.583333h;
Stage #2: 7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one In N,N-dimethyl-formamide at 40 - 45℃; for 12h;
70%
In acetone for 18h; Reflux;67%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

1,3-dihydro-3-(iodopropyl)-7,8-dimethoxy-2H-benzazepin-2-one

1,3-dihydro-3-(iodopropyl)-7,8-dimethoxy-2H-benzazepin-2-one

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
1086026-31-4

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 40 - 45℃; for 12h; Inert atmosphere;85%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)propanal
85175-82-2

3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)propanal

ivabradine
155974-00-8

ivabradine

Conditions
ConditionsYield
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine; 3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)propanal In ethanol at 85℃; for 1h; Autoclave; Inert atmosphere;
Stage #2: With trimethylamine-N-oxide; C34H51FeNO6SSi2; hydrogen In ethanol at 85℃; under 3750.38 Torr; for 16h; Reagent/catalyst; Autoclave; Inert atmosphere;
79%
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine; 3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)propanal With triethylamine at 20℃; for 1h; Inert atmosphere;
Stage #2: With formic acid at 85℃; for 18h;
62%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

(S)-3-chloro-N-((3,4-dimethoxybicyclo[4.2,0]octa-1(6),2,4-trien-7-yl)methyl)-N-methylpropan-1-amine
1031767-71-1

(S)-3-chloro-N-((3,4-dimethoxybicyclo[4.2,0]octa-1(6),2,4-trien-7-yl)methyl)-N-methylpropan-1-amine

Conditions
ConditionsYield
With potassium carbonate at 20℃; Product distribution / selectivity;56%
trans-3-(4-chloro-2-butenyl)-7,8-dimethoxy-1,3-dihydro-2H-benzo[d]azepin-2-one

trans-3-(4-chloro-2-butenyl)-7,8-dimethoxy-1,3-dihydro-2H-benzo[d]azepin-2-one

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

(S)-3-{(E)-4-[(3,4-dimethoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-ylmethyl)methylamino]buten-2-yl}-7,8-dimethoxy-2-oxo-1,3-dihydro-benzo[d]azepin-2-one
1260094-34-5

(S)-3-{(E)-4-[(3,4-dimethoxy-bicyclo[4.2.0]octa-1(6),2,4-trien-7-ylmethyl)methylamino]buten-2-yl}-7,8-dimethoxy-2-oxo-1,3-dihydro-benzo[d]azepin-2-one

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 48h; Inert atmosphere;40%
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

2-bromoethanol
540-51-2

2-bromoethanol

2-[{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]ethanol
1132077-43-0

2-[{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]ethanol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Heating / reflux;
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

cyanomethyl bromide
590-17-0

cyanomethyl bromide

[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile
1132077-49-6

[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile

Conditions
ConditionsYield
With sodium carbonate In 4-methyl-2-pentanone Heating / reflux;
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

4-(7,8-dimethoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-yl)-4-oxobutanal
1132078-18-2

4-(7,8-dimethoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-yl)-4-oxobutanal

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-4-(7,8-dimethoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-N-methyl-4-oxobutan-1-amine
1132108-38-3

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-4-(7,8-dimethoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-N-methyl-4-oxobutan-1-amine

Conditions
ConditionsYield
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine; 4-(7,8-dimethoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-yl)-4-oxobutanal With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 4h;
Stage #2: With sodium hydroxide; water In dichloromethane
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

(1S)-10-camphorsulfonic acid
3144-16-9

(1S)-10-camphorsulfonic acid

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate
1031767-75-5

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine d-camphorsulfonate

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; for 14h; Inert atmosphere; Reflux;
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

Acetyl-D,L-glutaminsaeure
5817-08-3

Acetyl-D,L-glutaminsaeure

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine N-acetylglutamate

1-[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine N-acetylglutamate

Conditions
ConditionsYield
In ethanol at 20 - 80℃; for 16h; Inert atmosphere;
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

ivabradine
155974-00-8

ivabradine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 °C
2.2: 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 20 °C
3.1: hydrogen; acetic acid / 20% palladium hydroxide-activated charcoal / ethanol / 5 h / 20 °C / 3750.38 Torr
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid / ethanol / 0.5 h / 20 °C
1.2: 1 h / 15 - 20 °C
2.1: triethylamine / acetonitrile / 12 h / 20 °C
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

ivabradine hydrochloride
148849-67-6

ivabradine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 °C
2.2: 20 °C
3.1: hydrogenchloride / diethyl ether; acetonitrile
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 20 °C
3.1: hydrogen; acetic acid / 20% palladium hydroxide-activated charcoal / ethanol / 5 h / 20 °C / 3750.38 Torr
4.1: hydrogenchloride / diethyl ether; acetonitrile
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate; potassium iodide / 48 h / 85 - 90 °C
2: hydrogenchloride / acetonitrile / 20 - 25 °C
3: 5%-palladium/activated carbon; hydrogen / methanol / 18 h / 30 - 35 °C / 3000.3 - 3750.38 Torr / Autoclave
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / ethanol / 0.5 h / 20 °C
1.2: 1 h / 15 - 20 °C
2.1: triethylamine / acetonitrile / 12 h / 20 °C
3.1: hydrogenchloride; pyrographite / acetonitrile / 0.17 h / 70 °C / pH 2 - 3
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one
1086026-31-4

3-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / 20 °C
2.1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 20 °C
2.2: 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / acetone / 24 h / Reflux
2.1: hydrazine hydrate / ethanol / 4 h / Reflux
3.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 12 h / 20 °C / 760.05 Torr
4.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
5.1: hydrogenchloride; water; acetic acid / 1 h / 25 °C
5.2: pH 9 / Cooling with ice
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N-methylpropane-1,3-diamine
1393427-02-5

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N-methylpropane-1,3-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 24 h / Reflux
2: hydrazine hydrate / ethanol / 4 h / Reflux
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N'-(2,2-dimethoxyethyl)-N-methylpropane-1,3-diamine
1393427-03-6

N-{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-N'-(2,2-dimethoxyethyl)-N-methylpropane-1,3-diamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 24 h / Reflux
2: hydrazine hydrate / ethanol / 4 h / Reflux
3: hydrogen / palladium 10% on activated carbon / ethanol; water / 12 h / 20 °C / 760.05 Torr
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

N-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-N-(2,2-dimethoxyethyl)-2-(3,4-dimethoxyphenyl)acetamide
1393427-04-7

N-{3-[{[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-(methyl)amino]propyl}-N-(2,2-dimethoxyethyl)-2-(3,4-dimethoxyphenyl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate / acetone / 24 h / Reflux
2: hydrazine hydrate / ethanol / 4 h / Reflux
3: hydrogen / palladium 10% on activated carbon / ethanol; water / 12 h / 20 °C / 760.05 Torr
4: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

3-(3-chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one
85175-65-1

3-(3-chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

ivabradine hydrochloride
148849-67-6

ivabradine hydrochloride

Conditions
ConditionsYield
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine; 7,8-dimethoxy-3-(3-chloropropyl)-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one With potassium carbonate; sodium iodide In acetone at 20 - 65℃;
Stage #2: With triethylamine; acetyl chloride In toluene
Stage #3: With hydrogenchloride In water; toluene pH=2 - 3; Product distribution / selectivity;
[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine
866783-12-2

[{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)amine

7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one
148870-57-9

7,8-dimethoxy-3-[3-iodopropane]-1,3-dihydro-2H-3-benzazepin-2-one

ivabradine
155974-00-8

ivabradine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 18 h / Reflux
2: acetic acid; hydrogen; palladium(II) hydroxide / 24 h / 20 °C / 3675.37 Torr
View Scheme

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