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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

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

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

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Henan Tianfu Chemical Co., Ltd.

(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine Basic information Product Name: (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihyd

767340-03-4

Cas:767340-03-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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 767340-03-4 with competitive price

Cas:767340-03-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best serv

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

Qingdao Beluga Import and Export Co., LTD

(2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine CAS:767340-03-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating resear

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

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

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

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM 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. J&H CHEM has some Manufacturing base in Jia

Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

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

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:stored in a cool, dry and ventilated place to provent sun and rain Package:25kg/drum, or as per your request. Application:Used as Pharmaceutical

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,

(2Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]

Cas:767340-03-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu

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

Hangzhou Zhongqi chem Co.,Ltd.

Located in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service an

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

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

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Aecochem Corp.

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

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

Synthetic route

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione
764667-65-4

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
With ammonium hydroxide; ammonium acetate In methanol at 58℃; for 0.5h;92%
With ammonium acetate In methanol at 40 - 45℃; Large scale reaction;82%
With ammonia In methanol at 25 - 65℃;79.8%
2,2,2-trifluoro-N’-[(2Z)-piperazin-2-ylidene]acetohydrazide
763105-70-0

2,2,2-trifluoro-N’-[(2Z)-piperazin-2-ylidene]acetohydrazide

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / methanol; water / 0.75 h / 55 °C
2.1: ISOPROPYLAMIDE / 40 - 70 °C
2.2: 20 - 45 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / methanol; water / 0.75 h / 55 °C
2.1: N,N-dimethyl acetamide / 1 h / 40 - 70 °C
2.2: 3 - 5 h / 20 - 45 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / methanol; water / 0.75 h / 55 °C
2.1: ISOPROPYLAMIDE / 70 °C
2.2: 3 - 5 h / 20 - 30 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / Heating / reflux
View Scheme
(2,4,5-trifluorophenyl)acetic acid
209995-38-0

(2,4,5-trifluorophenyl)acetic acid

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dmap; pivaloyl chloride; N-ethyl-N,N-diisopropylamine / ISOPROPYLAMIDE / 2 - 3 h / 0 - 40 °C
2.1: ISOPROPYLAMIDE / 40 - 70 °C
2.2: 20 - 45 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1.1: dmap; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 20 - 40 °C
1.2: 2 - 3 h / 0 - 5 °C
2.1: N,N-dimethyl acetamide / 1 h / 40 - 70 °C
2.2: 3 - 5 h / 20 - 45 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1.1: dmap; pivaloyl chloride; N-ethyl-N,N-diisopropylamine / ISOPROPYLAMIDE / 2 - 3 h / 5 °C
2.1: ISOPROPYLAMIDE / 70 °C
2.2: 3 - 5 h / 20 - 30 °C
3.1: ammonium acetate; ammonia / methanol; water / 2 h / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
2: N,N-dimethyl acetamide / 6 h / 70 °C
3: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 5 h / 50 °C
2: N-ethyl-N,N-diisopropylamine / Isopropyl acetate / 5 h / 75 - 80 °C
3: ammonium acetate; ammonium hydroxide / methanol / 0.5 h / 58 °C
View Scheme
5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
764667-64-3

5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ISOPROPYLAMIDE / 40 - 70 °C
1.2: 20 - 45 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 2 steps
1.1: ISOPROPYLAMIDE / 70 °C
1.2: 3 - 5 h / 20 - 30 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / Heating / reflux
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl acetamide / 6 h / 70 °C
2: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / Isopropyl acetate / 5 h / 75 - 80 °C
2: ammonium acetate; ammonium hydroxide / methanol / 0.5 h / 58 °C
View Scheme
3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride
762240-92-6

3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: ISOPROPYLAMIDE / 40 - 70 °C
1.2: 20 - 45 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 2 steps
1.1: N,N-dimethyl acetamide / 1 h / 40 - 70 °C
1.2: 3 - 5 h / 20 - 45 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
Multi-step reaction with 2 steps
1.1: ISOPROPYLAMIDE / 70 °C
1.2: 3 - 5 h / 20 - 30 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / Heating / reflux
View Scheme
C15H13F3O4

C15H13F3O4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N,N-dimethyl acetamide / 1 h / 40 - 70 °C
1.2: 3 - 5 h / 20 - 45 °C
2.1: ammonium acetate; ammonia / methanol; water / 2 h / 30 °C / Heating / reflux
View Scheme
2-oxo-2-(2,4,5-trifluorophenyl)acetamide

2-oxo-2-(2,4,5-trifluorophenyl)acetamide

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
2: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
3: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
4: N,N-dimethyl acetamide / 6 h / 70 °C
5: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
(2,4,5-trifluorophenyl)oxoacetic acid

(2,4,5-trifluorophenyl)oxoacetic acid

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
2: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
3: N,N-dimethyl acetamide / 6 h / 70 °C
4: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
2,4-dichloro-5-fluorobenzoyl chloride
86393-34-2

2,4-dichloro-5-fluorobenzoyl chloride

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: potassium fluoride; tetraphenylphosphonium bromide; 18-crown-6 ether / 1,2-dichloro-benzene / 15 h / 120 - 130 °C / Inert atmosphere
2: 1,2-dichloro-benzene / 140 °C
3: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
4: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
5: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
6: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
7: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
8: N,N-dimethyl acetamide / 6 h / 70 °C
9: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
2-chloro-4,5-difluorobenzoyl fluoride

2-chloro-4,5-difluorobenzoyl fluoride

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 1,2-dichloro-benzene / 140 °C
2: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
3: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
4: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
5: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
6: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
7: N,N-dimethyl acetamide / 6 h / 70 °C
8: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
2,4,5-trifluorobenzoyl fluoride

2,4,5-trifluorobenzoyl fluoride

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: potassium fluoride / 1,2-dichloro-benzene / 7 h / 110 °C / Inert atmosphere
2: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
3: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
4: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
5: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
6: N,N-dimethyl acetamide / 6 h / 70 °C
7: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
2,4,5-trifluorobenzene-1-carbonyl cyanide

2,4,5-trifluorobenzene-1-carbonyl cyanide

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: sulfuric acid; sodium chloride / water / 8 h / 20 °C / Inert atmosphere
2: hydrogenchloride / water / 5 h / 70 °C / Inert atmosphere
3: phosphonic Acid; iodine; methanesulfonic acid / 24 h / 110 °C
4: dmap; N-ethyl-N,N-diisopropylamine; pivaloyl chloride / N,N-dimethyl acetamide / 3 h / 5 - 40 °C / Inert atmosphere
5: N,N-dimethyl acetamide / 6 h / 70 °C
6: ammonium acetate; ammonium hydroxide / water; methanol / 2 h / 30 °C / Reflux
View Scheme
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

sitagliptin
486460-32-6

sitagliptin

Conditions
ConditionsYield
Stage #1: (Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one With ammonium chloride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(S)-2-(di-tert-butylphosphino)ferrocenyl]ethyl-di-2-methylphenylphosphine In methanol at 20℃; for 1h;
Stage #2: With hydrogen In methanol at 50℃; under 5171.62 Torr; for 18h; Product distribution / selectivity;
97%
With di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium; hydrogen; (R,S)-t-bu Josiphos In methanol at 20 - 50℃; under 10343.2 Torr; for 14h;93%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; hydrogen; ammonium chloride In methanol at 50℃; under 13689.1 Torr; Inert atmosphere; enantioselective reaction;82%
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
823817-56-7

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
With sodium tetrahydroborate; methanesulfonic acid In tetrahydrofuran; isopropyl alcohol at -15 - -5℃; for 4.5h; Reagent/catalyst;60%
With sodium tetrahydroborate; acetic acid In toluene at 5 - 10℃; for 3h; Product distribution / selectivity;
With sodium tetrahydroborate; formic acid In chlorobenzene at 0 - 5℃; Temperature;
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(Z)-tert-butyl-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)-but-2-en-2-ylcarbamate
1234321-84-6

(Z)-tert-butyl-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)-but-2-en-2-ylcarbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 40h; Reflux;49.8%
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

A

(S)-Sitagliptin

(S)-Sitagliptin

B

sitagliptin
486460-32-6

sitagliptin

Conditions
ConditionsYield
With hydrogen; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (S)-Cy2-p-Tol-Biphemp In 2,2,2-trifluoroethanol at 20℃; under 5931.67 Torr; for 20h; Product distribution / selectivity;A n/a
B 94 %Chromat.
With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 4,12-bis(diphenylphosphino)-[2.2]-paracyclophane In 2,2,2-trifluoroethanol at 50℃; under 5414.51 Torr; for 18h; Product distribution / selectivity;A n/a
B 58 %Chromat.
With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(-)-tetraMe-BITIOP In 2,2,2-trifluoroethanol at 50℃; under 5414.51 Torr; for 18h; Product distribution / selectivity;A 15 %Chromat.
B n/a
With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R,R)-1-[1-(di(t-butyl)phosphino)ethyl]-2-(diphenylphosphino)ferrocene In 2,2,2-trifluoroethanol at 20 - 55℃; under 3750.38 Torr; for 26h;
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

sitagliptin phosphate

sitagliptin phosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; formic acid / chlorobenzene / 0 - 5 °C
2.1: ethyl acetate / Reflux
3.1: hydrogenchloride / water
3.2: 0.25 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: (R,S) t-butyl Josiphos; hydrogen / chloro(1,5-cyclooctadiene)rhodium(I) dimer / methanol / 13 h / 50 °C / 10343.2 Torr
2: phosphoric acid / water; isopropyl alcohol / 75 °C
View Scheme
Multi-step reaction with 3 steps
1.1: (R, S) t-butyl Josiphos / chloro(1,5-cyclooctadiene)rhodium(I) dimer / methanol / 1 h / 20 °C
1.2: 13 h / 50 °C / 10343.2 Torr
2.1: phosphoric acid; water / isopropyl alcohol / 2 h / 68 - 75 °C
3.1: 1 - 8 h / 58 - 140 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; isopropyl alcohol / 4.5 h / -15 - -5 °C
2: methanol; isopropyl alcohol / 1 h / 65 °C
3: phosphoric acid / isopropyl alcohol / 1 h / 78 °C
View Scheme
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

(R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one (S)-3-(2-amino-2-oxoethyl)-5-methylhexanoate

(R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one (S)-3-(2-amino-2-oxoethyl)-5-methylhexanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; formic acid / chlorobenzene / 0 - 5 °C
2: ethyl acetate / Reflux
View Scheme
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

sitagliptin phosphate monohydrate
654671-77-9

sitagliptin phosphate monohydrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: (R, S) t-butyl Josiphos / chloro(1,5-cyclooctadiene)rhodium(I) dimer / methanol / 1 h / 20 °C
1.2: 13 h / 50 °C / 10343.2 Torr
2.1: phosphoric acid; water / isopropyl alcohol / 2 h / 68 - 75 °C
View Scheme
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

sitagliptin tartrate

sitagliptin tartrate

C16H15F6N5O*C4H6O6

C16H15F6N5O*C4H6O6

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; isopropyl alcohol / 4.5 h / -15 - -5 °C
2: methanol / 1 h / 65 °C
View Scheme
(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one
767340-03-4

(Z)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one

C16H15F6N5O*C20H18O8

C16H15F6N5O*C20H18O8

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; isopropyl alcohol / 4.5 h / -15 - -5 °C
2: methanol; isopropyl alcohol / 1 h / 65 °C
View Scheme

Raw Materials

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