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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

Baricitinib

Cas:1187594-09-7

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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Hangzhou Huarong Pharm Co., Ltd.

1. DMF is available. Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, d

Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Jinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu

1187594-09-7/Baricitinib

Cas:1187594-09-7

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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Luhan Pharmachem Co., Ltd

Luhan Pharmachem Co., Ltd. owns strong elite professional quality sales force, has the customer base from the US, Europe, Japan, Southeast Asia, Korea, Hong Kong, Taiwan and other countries and regions, the company operates in accordance with the mod

Baricitinib

Cas:1187594-09-7

Min.Order:0 Metric Ton

Negotiable

Type:Other

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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

Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay 98%min ----------------------------------------------------------------------------------------------

High purity Various Specifications Baricitinib CAS:1187594-09-7

Cas:1187594-09-7

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Manufacturers

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Kono Chem Co.,Ltd

Product Description: Name Baricitinib CAS NO. 1187594-09-7 Mol. formula

CAS:1187594-09-7 Baricitinib factory sales

Cas:1187594-09-7

Min.Order:1 Kilogram

Negotiable

Type:Other

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages for Baricitinib Cas 1187594-09-7 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White or off-white crystalline powder Storage:N/A Package:10g,100g,1kg/foil

High quality Baricitinib Cas 1187594-09-7 with good price and service

Cas:1187594-09-7

Min.Order:10 Gram

Negotiable

Type:Trading Company

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Hangzhou Think Chemical Co. Ltd

Baricitinib CAS:1187594-09-7 Name Baricitinib Synonyms INCB 028050; LY 3009104; 1-(Ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl

High purity Baricitinib

Cas:1187594-09-7

Min.Order:100 Gram

FOB Price: $2.0

Type:Other

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LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&D b

Baricitinib / LIDE PHARMA- Factory supply / Best price

Cas:1187594-09-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Quality 99% Baloxavir axetil 1187594-09-7 GMP Manufacturer

Cas:1187594-09-7

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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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 ap

Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Chemwill Asia Co., Ltd.

CHemwill -- Baricitinib

Cas:1187594-09-7

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Manufacturers

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Hubei DiBo chemical co., LTD

Baricitinib The production of high yield Baricitinib Chinese Name: Baricitinib English Name: Baricitinib CAS: 1187594-09-7 Molecular formula: C16H17N7O2S Molecular weight: 371.41688 EINECS: 1592732-453-0 Character: white

Baricitinib Manufacturer/Cas:1187594-09-7 /99.8% High purity

Cas:1187594-09-7

Min.Order:25 Kilogram

FOB Price: $2.0 / 5.0

Type:Other

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Henan Tianfu Chemical Co., Ltd.

Product Name: Baricitinib Synonyms: aricitinib (LY3009104, INCB028050);Baricitinib Chemical Structure;Barrickini;1-(Ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyriMidin-4-yl)-1H-pyrazol-1-yl]-3-azetidineacetonitrile;Baricitinib;INCB 028050;LY 3009104;B

1187594-09-7 Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $200.0

Type:Lab/Research institutions

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Ality Chemical Corporation

Baricitinib Basic information Overview Indication and administration Pharmacodynamics Safety References Product Name: Baricitinib Synonyms: 1-(Ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyriMidin-4-yl)-1H-pyrazol-1-yl]-3-azetidineacetonitrile;Bari

Factory Supply Baricitinib

Cas:1187594-09-7

Min.Order:1 Gram

Negotiable

Type:Other

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Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

Baricitinib CAS 1187594-09-7

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

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 1187594-09-7 with competitive price

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name: Baricitinib Synonyms: 2-(3-(4-(7H-Pyrrolo[2,3-D]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile CAS:1187594-09-7 MF: C16H17N7O2S Appearance: white powder Storage:Store in cool and dry place, away from sun

Baricitinib

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:White or off-white powder Storage:R.T Package:500g/bottle Application:Inhibitor Transportation:Express/Sea/Air Port:Any port in China

Baricitinib powder cas 1187594-09-7

Cas:1187594-09-7

Min.Order:100 Gram

FOB Price: $10.0 / 15.5

Type:Lab/Research institutions

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Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:powder Storage:Store in sealed containers at cool & dry pla

Top Quality Baricitinib CAS 1187594-09-7

Cas:1187594-09-7

Min.Order:100 Gram

Negotiable

Type:Other

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HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

Best Selling Baricitinib 1187594-09-7 99% High Assay Anti-Rheumatism Pharmaceutical with Fast Delivery

Cas:1187594-09-7

Min.Order:1 Kilogram

FOB Price: $200.0 / 400.0

Type:Trading Company

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Shanghai Upbio Tech Co.,Ltd

1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Appearance:White powder Storage:storage in a dr

Hotsale Baricitinib

Cas:1187594-09-7

Min.Order:1 Gram

FOB Price: $9.0

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

99% Raw Material Baricitinib powder Pharmaceutical grade Baricitinib raw powder

Cas:1187594-09-7

Min.Order:10 Gram

FOB Price: $3.5

Type:Trading Company

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Shanghai Minstar Chemical Co., Ltd

Product Name: Baricitinib Synonyms: 1-(Ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyriMidin-4-yl)-1H-pyrazol-1-yl]-3-azetidineacetonitrile;Baricitinib;INCB 028050;LY 3009104;BARICITINIB;INCB28050;LY3009104;Baricitinib (LY3009104);2-(3-(4-(3H-Pyrrolo

Baricitinib

Cas:1187594-09-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present,

Baricitinib

Cas:1187594-09-7

Min.Order:1 Gram

FOB Price: $15.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Baricitinib CAS:1187594-09-7 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediat

Baricitinib CAS:1187594-09-7

Cas:1187594-09-7

Min.Order:1 Gram

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

Baricitinib

Cas:1187594-09-7

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

3-Azetidineacetonitrile, 1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-

Cas:1187594-09-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80 - 85℃; for 5h;99%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In water; toluene; tert-butyl alcohol at 100℃; for 48h; Concentration; Temperature; Solvent; Reagent/catalyst; Suzuki Coupling; Inert atmosphere;90%
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran; water at 90℃; for 19h; Autoclave; Inert atmosphere;90%
With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In water; toluene; tert-butyl alcohol for 48h; Suzuki Coupling; Reflux; Inert atmosphere;84%
tert-butyl 4-{1-[3-(cyanomethyl)-1-(ethylsulfonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2.3-d]pyrimidine-7-carboxylate

tert-butyl 4-{1-[3-(cyanomethyl)-1-(ethylsulfonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2.3-d]pyrimidine-7-carboxylate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 40 - 45℃;93%
With hydrogenchloride In ethanol at 40 - 45℃;93%
In water; butan-1-ol at 90℃;92.7%
2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile
1187595-85-2

2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile

C14H15N5O2

C14H15N5O2

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Stage #1: C14H15N5O2 With potassium carbonate In acetonitrile at 20℃; for 0.5h;
Stage #2: 2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 40℃; for 8h;
91.2%
(4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate
1187595-90-9

(4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Stage #1: (4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate With water; sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 2 - 3h;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water at 20℃; for 0.5h; pH=7 - 7.5; Product distribution / selectivity;
86%
With sodium hydroxide In tetrahydrofuran; methanol at 20 - 25℃; for 3h;81%
With sodium hydroxide In tetrahydrofuran; methanol; water at 20 - 30℃;
2-(1-(ethylsulfonyl)-3-(4-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile
1187594-13-3

2-(1-(ethylsulfonyl)-3-(4-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Stage #1: 2-[1-ethanesulfonyl-3-[4-(7-[(2-(trimethylsilyl)ethoxy)methyl]-7H-pyrrolo[2,3-d]pyrimidine-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl]acetonitrile With lithium tetrafluoroborate; water In acetonitrile at 75℃;
Stage #2: With ammonium hydroxide; water In acetonitrile at 0 - 10℃; pH=9 - 10; Product distribution / selectivity;
83.8%
2-(1-(ethylsulfonyl)-3-(4-(7-p-tolylsulfonyl-7H-pyrrolo[2,3-d]pyrimidine-4-yl)-1H-pyrazol-1-yl)-3-azetidin-3-yl)acetonitrile

2-(1-(ethylsulfonyl)-3-(4-(7-p-tolylsulfonyl-7H-pyrrolo[2,3-d]pyrimidine-4-yl)-1H-pyrazol-1-yl)-3-azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 50 - 55℃;83%
2-(1-(ethylsulfonyl)-3-(4-(7-phenylsulfonyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile

2-(1-(ethylsulfonyl)-3-(4-(7-phenylsulfonyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In 2-methyltetrahydrofuran Reflux;81.2%
C12H16BN3O2

C12H16BN3O2

2-(3-(4-bromo-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

2-(3-(4-bromo-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In water; N,N-dimethyl-formamide at 85 - 90℃; Inert atmosphere;76%
2-(3-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrazole-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

2-(3-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrazole-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl acetamide; water at 95 - 100℃; Inert atmosphere;73%
2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile dihydrochloride salt

2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile dihydrochloride salt

Ethanesulfonyl chloride
594-44-5

Ethanesulfonyl chloride

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Stage #1: 2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)azetidin-3-yl)acetonitrile dihydrochloride salt; Ethanesulfonyl chloride With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 5℃; for 6h;
Stage #2: With ammonium hydroxide In acetonitrile at 20℃; for 4h;
65%
3-[4-[7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl]-3-azetidineacetonitrile dihydrochloride

3-[4-[7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl]-3-azetidineacetonitrile dihydrochloride

Ethanesulfonyl chloride
594-44-5

Ethanesulfonyl chloride

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Stage #1: 3-[4-[7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl]-3-azetidineacetonitrile dihydrochloride; Ethanesulfonyl chloride With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 5℃; for 6h;
Stage #2: With ammonium hydroxide In acetonitrile at 20℃; for 4h;
65%
3-(cyanomethylene)azetidine-1-carboxylic acid tert-butyl ester
1153949-11-1

3-(cyanomethylene)azetidine-1-carboxylic acid tert-butyl ester

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C
2: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; isopropyl alcohol / 4 h / 60 °C
4: tetrakis(triphenylphosphine) palladium(0); cesium fluoride / tert-butyl alcohol; water; toluene / 48 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: trifluoroacetic acid / acetonitrile / 4 h / 20 °C
2: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 5 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 3.5 h / 20 - 60 °C
4: cesium fluoride; tetrakis(triphenylphosphine) palladium(0) / toluene; water; tert-butyl alcohol / 48 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / Reflux
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / isopropyl alcohol; water / 1 h / Reflux
3.1: hydrogenchloride / isopropyl alcohol; water; methanol / 20 - 25 °C
3.2: 20 - 25 °C
4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 0 - 5 °C
4.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / Reflux
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / isopropyl alcohol; water / 1 h / Reflux
3.1: hydrogenchloride / isopropyl alcohol; water; methanol / 20 - 25 °C
3.2: 20 - 25 °C
4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 0 - 5 °C
4.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / Reflux
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 1 h / Reflux
3.1: hydrogenchloride / 1,4-dioxane; water / 15 - 20 °C
4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 6 h / 0 - 5 °C
4.2: 4 h / 20 °C
View Scheme
2-(azetidin-3-ylidene)acetonitrile

2-(azetidin-3-ylidene)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 20 °C
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; isopropyl alcohol / 4 h / 60 °C
3: tetrakis(triphenylphosphine) palladium(0); cesium fluoride / tert-butyl alcohol; water; toluene / 48 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 5 °C
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 3.5 h / 20 - 60 °C
3: cesium fluoride; tetrakis(triphenylphosphine) palladium(0) / toluene; water; tert-butyl alcohol / 48 h / 100 °C / Inert atmosphere
View Scheme
2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile
1187595-85-2

2-[1-(ethanesulfonyl)azetidin-3-ylidene]acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 3.5 h / 20 - 60 °C
2: cesium fluoride; tetrakis(triphenylphosphine) palladium(0) / toluene; water; tert-butyl alcohol / 48 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium phosphate / water; tetrahydrofuran / 19 h / 90 °C / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 9 h / 60 °C
3: water; butan-1-ol / 90 °C
View Scheme
4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium phosphate / water; tetrahydrofuran / 17 h / 20 - 25 °C
2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 9 h / 60 °C
3: water; butan-1-ol / 90 °C
View Scheme
Multi-step reaction with 6 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 20 °C
1.2: 3 h
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; N,N-dimethyl-formamide / 4 h / 20 - 85 °C
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 14 h / 20 °C
4.1: hydrogenchloride / water; ethanol / 2 h / Reflux
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
6.1: tetrabutyl ammonium fluoride / 2-methyltetrahydrofuran / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: dipotassium hydrogenphosphate / tetrahydrofuran; water / 12 h / 20 °C
2.1: hydrazine hydrate / 8 h / Reflux
3.1: potassium carbonate / acetonitrile / 0.5 h / 20 °C
3.2: 8 h / 40 °C
View Scheme
1-ethylsulfonylazetidin-3-ol

1-ethylsulfonylazetidin-3-ol

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / ethyl acetate / 2 h
1.2: 3.5 h / 3 - 11 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 20 h / 0 - 10 °C
3.1: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium phosphate / water; tetrahydrofuran / 19 h / 90 °C / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / ethyl acetate / 2 h
1.2: 3.5 h / 3 - 11 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 20 h / 0 - 10 °C
3.1: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 9 h / 60 °C
5.1: water; butan-1-ol / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
2: dichloromethane / 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
4: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / water; N,N-dimethyl acetamide / 95 - 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
2: dichloromethane / 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
4: palladium diacetate; tricyclohexylphosphine; potassium phosphate / water; 1,4-dioxane / 90 - 100 °C / Inert atmosphere
5: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
Multi-step reaction with 5 steps
1: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
2: dichloromethane / 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
4: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / water; Isopropyl acetate / 95 - 100 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 50 - 55 °C
View Scheme
1-(ethylsulfonyl)azetidin-3-one

1-(ethylsulfonyl)azetidin-3-one

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 20 h / 0 - 10 °C
2: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium phosphate / water; tetrahydrofuran / 19 h / 90 °C / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 20 h / 0 - 10 °C
2: N,N,N′,N′-tetramethyl-N″-tert-butylguanidine / tetrahydrofuran / 3 h / 65 °C
3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 9 h / 60 °C
4: water; butan-1-ol / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: piperidine / toluene / Reflux
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / N,N-dimethyl-formamide; water / 85 - 90 °C / Inert atmosphere
View Scheme
C10H13IN4O2S

C10H13IN4O2S

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: isopropyl magnesium chloride - lithium chloride complex / tetrahydrofuran / -10 - 0 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: palladium diacetate; caesium carbonate; CyJohnPhos / N,N-dimethyl-formamide; water / 90 - 100 °C / Inert atmosphere
3.1: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
2-(3-(4-bromo-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

2-(3-(4-bromo-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium acetate; palladium diacetate; CyJohnPhos / N,N-dimethyl-formamide / 60 - 65 °C / Inert atmosphere
1.2: 95 - 100 °C / Inert atmosphere
2.1: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 60 - 65 °C / Inert atmosphere
2: palladium diacetate; caesium carbonate; CyJohnPhos / N,N-dimethyl-formamide; water / 90 - 100 °C / Inert atmosphere
3: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

2-(1-(ethanesulfonyl)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium diacetate; caesium carbonate; CyJohnPhos / N,N-dimethyl-formamide; water / 90 - 100 °C / Inert atmosphere
2: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
N-(3-chloro-2-hydroxypropyl)ethane sulfonamide

N-(3-chloro-2-hydroxypropyl)ethane sulfonamide

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C
2: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
3: dichloromethane / 20 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
5: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / water; N,N-dimethyl acetamide / 95 - 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C
2: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
3: dichloromethane / 20 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
5: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / water; Isopropyl acetate / 95 - 100 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C
2: sulfur trioxide pyridine complex; triethylamine / dichloromethane / -5 - 20 °C
3: dichloromethane / 20 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 - 40 °C
5: palladium diacetate; tricyclohexylphosphine; potassium phosphate / water; 1,4-dioxane / 90 - 100 °C / Inert atmosphere
6: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
2-(3-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrazole-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

2-(3-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-pyrazole-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium diacetate; tricyclohexylphosphine; potassium phosphate / water; 1,4-dioxane / 90 - 100 °C / Inert atmosphere
2: hydrogenchloride / ethanol / 40 - 45 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / water; Isopropyl acetate / 95 - 100 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 50 - 55 °C
View Scheme
tert-butyl 3-{4-[7-(benzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl}-3-(cyanomethyl)azetidine-1-carboxylate

tert-butyl 3-{4-[7-(benzenesulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl}-3-(cyanomethyl)azetidine-1-carboxylate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water; ethanol / 2 h / Reflux
2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
3: tetrabutyl ammonium fluoride / 2-methyltetrahydrofuran / Reflux
View Scheme
4-chloro-7-(phenylsulfonyl)-7H-pyrrolo [2,3-d]pyrimidine
186519-89-1

4-chloro-7-(phenylsulfonyl)-7H-pyrrolo [2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; N,N-dimethyl-formamide / 4 h / 20 - 85 °C
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 14 h / 20 °C
3: hydrogenchloride / water; ethanol / 2 h / Reflux
4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
5: tetrabutyl ammonium fluoride / 2-methyltetrahydrofuran / Reflux
View Scheme
7-(phenylsulfonyl)-4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine

7-(phenylsulfonyl)-4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 14 h / 20 °C
2: hydrogenchloride / water; ethanol / 2 h / Reflux
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
4: tetrabutyl ammonium fluoride / 2-methyltetrahydrofuran / Reflux
View Scheme
4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester
1236033-21-8

4-chloro-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid tert-butyl ester

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrazine hydrate / 8 h / Reflux
2.1: potassium carbonate / acetonitrile / 0.5 h / 20 °C
2.2: 8 h / 40 °C
View Scheme
methanol
67-56-1

methanol

(4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate
1187595-90-9

(4-{1-[3-(cyanomethyl)-1-(ethylsulphonyl)azetidin-3-yl]-1H-pyrazol-4-yl}-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate

A

Baricitinib
1187594-09-7

Baricitinib

B

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetamide

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetamide

C

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetic acid

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetic acid

D

[1-(ethanesulfonyl)-3-{4-[7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl}azetidin-3-yl]acetonitrile

[1-(ethanesulfonyl)-3-{4-[7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-1H-pyrazol-1-yl}azetidin-3-yl]acetonitrile

E

methyl 2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetimidate

methyl 2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetimidate

F

methyl 2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetate

methyl 2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetate

Conditions
ConditionsYield
With water; lithium hydroxide In acetonitrile Inert atmosphere;
[4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate
1146629-77-7

[4-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]methyl 2,2-dimethylpropanoate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; N,N-dimethyl-formamide / Inert atmosphere
2: lithium hydroxide; water / acetonitrile / Inert atmosphere
View Scheme
(4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate
1146629-76-6

(4-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride; water / tetrahydrofuran / Inert atmosphere
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; N,N-dimethyl-formamide / Inert atmosphere
3: lithium hydroxide; water / acetonitrile / Inert atmosphere
View Scheme
(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate
1146629-75-5

(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl 2,2-dimethylpropanoate

Baricitinib
1187594-09-7

Baricitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / Inert atmosphere
2: hydrogenchloride; water / tetrahydrofuran / Inert atmosphere
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile; N,N-dimethyl-formamide / Inert atmosphere
4: lithium hydroxide; water / acetonitrile / Inert atmosphere
View Scheme
Baricitinib
1187594-09-7

Baricitinib

benzenesulfonic acid
98-11-3

benzenesulfonic acid

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile besylate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile besylate

Conditions
ConditionsYield
In ethyl acetate at 20 - 22℃; for 2h; Solvent; Temperature;100%
Baricitinib
1187594-09-7

Baricitinib

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d] pyrimidin-)-1H-pyrazol-1-yl] azetidin-3-yl}acetonitrile phosphate
1187595-84-1

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d] pyrimidin-)-1H-pyrazol-1-yl] azetidin-3-yl}acetonitrile phosphate

Conditions
ConditionsYield
With phosphoric acid In methanol; water; acetonitrile at 68℃; for 1h; Solvent; Temperature;99.2%
With phosphoric acid In ethanol; acetonitrile at 70℃; for 2h; Product distribution / selectivity;93%
With phosphoric acid In ethanol; acetonitrile at 70℃; for 2h;
ethanesulfonic acid
594-45-6

ethanesulfonic acid

Baricitinib
1187594-09-7

Baricitinib

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile esylate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile esylate

Conditions
ConditionsYield
In ethyl acetate at 20 - 22℃; for 2h; Solvent; Temperature;98.8%
Baricitinib
1187594-09-7

Baricitinib

baricitinib hemiphosphate

baricitinib hemiphosphate

Conditions
ConditionsYield
With phosphoric acid In propan-1-ol; ethanol at 68℃; for 1.5h;97.9%
methanesulfonic acid
75-75-2

methanesulfonic acid

Baricitinib
1187594-09-7

Baricitinib

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile mesylate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile mesylate

Conditions
ConditionsYield
In isopropyl alcohol at 20 - 22℃; for 2h; Solvent;97.8%
Baricitinib
1187594-09-7

Baricitinib

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile tosylate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile tosylate

Conditions
ConditionsYield
In acetonitrile at 20 - 22℃; for 3h;96.7%
Baricitinib
1187594-09-7

Baricitinib

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile fumarate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile fumarate

Conditions
ConditionsYield
In acetonitrile for 0.5h; Reflux;96.7%
In tetrahydrofuran for 1h;
2-hydroxyethanesulfonic acid
107-36-8

2-hydroxyethanesulfonic acid

Baricitinib
1187594-09-7

Baricitinib

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile 2-hydroxyethane sulfonic acid salt

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile 2-hydroxyethane sulfonic acid salt

Conditions
ConditionsYield
In acetonitrile at 20 - 22℃; for 4h;90.8%
Baricitinib
1187594-09-7

Baricitinib

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile fumaric acid salt

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile fumaric acid salt

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 5 - 60℃; Solvent; Temperature;86%
Baricitinib
1187594-09-7

Baricitinib

baricitinib phosphate

baricitinib phosphate

Conditions
ConditionsYield
With phosphoric acid In ethanol; acetonitrile at 70℃; for 2h;80%
Baricitinib
1187594-09-7

Baricitinib

isobutyryl chloride
79-30-1

isobutyryl chloride

C20H23N7O3S

C20H23N7O3S

Conditions
ConditionsYield
Stage #1: Baricitinib In dichloromethane; acetonitrile for 0.25h; Cooling with ice;
Stage #2: isobutyryl chloride In dichloromethane; acetonitrile at 20℃;
72%
chloromethyl n-butyrate
33657-49-7

chloromethyl n-butyrate

Baricitinib
1187594-09-7

Baricitinib

C21H25N7O4S

C21H25N7O4S

Conditions
ConditionsYield
Stage #1: Baricitinib In dichloromethane; acetonitrile for 0.25h; Cooling with ice;
Stage #2: With sodium hydride In dichloromethane; acetonitrile for 0.5h;
Stage #3: chloromethyl n-butyrate In dichloromethane; acetonitrile at 20℃;
68%
Baricitinib
1187594-09-7

Baricitinib

Dimethyl chlorophosphate
813-77-4

Dimethyl chlorophosphate

C18H22N7O5PS

C18H22N7O5PS

Conditions
ConditionsYield
Stage #1: Baricitinib In dichloromethane; acetonitrile for 0.25h; Cooling with ice;
Stage #2: With sodium hydride In dichloromethane; acetonitrile for 0.5h;
Stage #3: Dimethyl chlorophosphate In dichloromethane; acetonitrile at 20℃;
68%
Baricitinib
1187594-09-7

Baricitinib

citric acid
77-92-9

citric acid

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile dicitrate

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile dicitrate

Conditions
ConditionsYield
In acetonitrile at 0℃; for 2h; Solvent; Temperature; Reflux;67%
Baricitinib
1187594-09-7

Baricitinib

acetyl chloride
75-36-5

acetyl chloride

C18H19N7O3S

C18H19N7O3S

Conditions
ConditionsYield
Stage #1: Baricitinib In dichloromethane; acetonitrile for 0.25h; Cooling with ice;
Stage #2: acetyl chloride In dichloromethane; acetonitrile at 20℃;
64%
Baricitinib
1187594-09-7

Baricitinib

citric acid
77-92-9

citric acid

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile monocitrate

{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile monocitrate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 18h; Solvent; Temperature;61%
Baricitinib
1187594-09-7

Baricitinib

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetamide

2-{1-(ethanesulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetamide

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In methanol; dimethyl sulfoxide at 50℃; for 3h; Temperature; Reagent/catalyst; Solvent;58.4%
Baricitinib
1187594-09-7

Baricitinib

oxalic acid
144-62-7

oxalic acid

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile oxalate

{1-(ethylsulphonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile oxalate

Conditions
ConditionsYield
In acetonitrile at 20 - 22℃; for 2h;56.36%
Baricitinib
1187594-09-7

Baricitinib

C16H16N7O5PS(2-)*2Na(1+)

C16H16N7O5PS(2-)*2Na(1+)

Conditions
ConditionsYield
With Sodium trimetaphosphate; sodium carbonate In water at 45℃;51%
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