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CHANGZHOU HANGYU PHARMACEUTICAL TECHNOLOGY CO., LTD

Product Details Overview Quick Details Pro Name;Ruxolitinib free base CAS NO:941678-49-5 Purity:high purity Application: API Appearance:normal MF: C17H18N6 Place of Origin: Jiangsu China Package & Delivery Time package D

high quality global 941678-49-5 Ruxolitinib free base

Cas:941678-49-5

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Jiangsu Qianyu Molecular Technology Co., LTD.

Qianyu Unique advantages of high purity CAS941678-49-5 Ruxolitinib Our Advantages A. International Top level Technology Our company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the f

Qianyu Factory Low Price Supplier of CAS941678-49-5 Ruxolitinib Best Offer Manufacturer

Cas:941678-49-5

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Suzhou Sibian Chemical Technology Co., Ltd

Lower price, sample is available,large stock in warehouse.Best service, high quality and reasonable price.If you are looking for the material's manufacturer or supplier in China, Sibian chemical is your best choice. Storage:Sealed drying(25℃) Pa

Ruxolitinib

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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

Ruxolitinib Manufacturer/High quality/Best price/In stock

Cas:941678-49-5

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min -------------------------------------------------------------------------------

High purity Ruxolitinib CAS:941678-49-5

Cas:941678-49-5

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Kono Chem Co.,Ltd

Description Ruxolitinib (INCB018424) is a JAK inhibitor of JAK1 (IC50 = 2.7 nM), JAK2 (IC50 = 4.5 nM), and JAK3 (IC50 = 322 nM). JAKs, or Janus-associated kinases, are tyrosine k

CAS:941678-49-5 Ruxolitinib

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO

Ruxolitinib manufacturer/supplier

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Hangzhou Think Chemical Co. Ltd

Ruxolitinib CAS No.:941678-49-5 Name: Ruxolitinib Synonyms: INCB-018424; (betaR)-beta-Cyclopentyl-4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazole-1-propanenitrile Molecular Structure Molecular Formula

High purity Ruxolitinib CAS No.:941678-49-5

Cas:941678-49-5

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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 experience 2. Free samples will be provided,ensure specifications and quality are right for customer 3. Customers will receive the most professional techn

High Quality 99% Ruxolitinib 941678-49-5 GMP manufacturer

Cas:941678-49-5

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

Ruxolitinib(INCB-018424)

Cas:941678-49-5

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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 Ruxolitinib

Cas:941678-49-5

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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

Ruxolitinib

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Hebei yanxi chemical co.,LTD.

chengdu and import and export trade co., LTD., who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do res

ruxolitinib

Cas:941678-49-5

Min.Order:1000 Gram

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

941678-49-5 Ruxolitinib

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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

New production CAS 941678-49-5 with best quality

Cas:941678-49-5

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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

Ruxolitinib

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Min.Order:10 Kilogram

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Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after the dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available &diam

Ruxolitinib CAS941678-49-5

Cas:941678-49-5

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Henan Sinotech Import&Export Corporation

Name: Ruxolitinib Synonyms: (betar)-beta-cyclopentyl-4-(7h-pyrrolo(2,3-d)pyrimidin-4-yl)-1h-pyrazole-1-propanenitrile CAS:941678-49-5 MF: C17H18N6 Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kg

Ruxolitinib

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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufactu

CAS: 941678-49-5 Ruxolitinib

Cas:941678-49-5

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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

Ruxolitinib 941678-49-5

Cas:941678-49-5

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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

APIS Ruxolitinib Powder Raw Material Ruxolitinib Powder Purity Ruxolitinib

Cas:941678-49-5

Min.Order:10 Gram

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Leader Biochemical Group

About Product Details Items Specifications Test Results Appearance White to white crystalline powde

Supply Ruxolitinib CAS 941678-49-5 for Scientific Research use only

Cas:941678-49-5

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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

Ruxolitinib with CAS:941678-49-5

Cas:941678-49-5

Min.Order:1 Gram

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Qingdao Beluga Import and Export Co., LTD

Ruxolitinib CAS:941678-49-5 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 intermediate

Ruxolitinib CAS:941678-49-5

Cas:941678-49-5

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Shandong Hanjiang Chemical Co., Ltd.

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

Ruxolitinib

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Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products with competi

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Cas:941678-49-5

Min.Order:1 Gram

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Henan Wentao Chemical Product Co., Ltd.

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

Ruxolitinib

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Changchun Artel lmport and Export trade company

Superiority We can customize and synthesize products that other suppliers may not be able to provide. 1. best service, high quality and reasonable way for his produccts from many recent effective packing way.best s

99% Ruxolitinib ,CAS941678-49-5

Cas:941678-49-5

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Triumph International Development Limilted

Appearance:off-white to white solid Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for Synthesis API and Research Transportation:As customer request Port:Qingda

ruxolitinib 941678-49-5

Cas:941678-49-5

Min.Order:1 Kilogram

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DB BIOTECH CO., LTD

Q1: Are you a manufacturer?Answer: Yes, we are factory founded on 2002. Q2: How to contact with us?Click "contact supplier" And then send us message the product you interest in, you will get reply within 12 hours. Q3:Which kind of payment terms do yo

Factory supply Ruxolitinib powder with best price

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Synthetic route

(R)-(4-(1-(2-cyano-1-cyclopentylethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate
1146629-80-2

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 20℃; Product distribution / selectivity;100%
With sodium hydroxide; water In methanol at 20℃; for 15h;
(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile
941685-40-1

(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Stage #1: (3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile With boron trifluoride diethyl etherate In acetonitrile at 60 - 70℃; for 5h;
Stage #2: With ammonium hydroxide; water In acetonitrile at 20℃; for 12h;
92.1%
Stage #1: (3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile With lithium tetrafluoroborate; water In acetonitrile Inert atmosphere; Reflux;
Stage #2: With ammonia; water at 5 - 20℃; pH=9 - 10; Inert atmosphere; optical yield given as %ee;
84%
With trifluoroacetic acid In dichloromethane for 6h;58%
(R)-3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-3-cyclopentylpropionamide

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With trichlorophosphate In 1-methyl-pyrrolidin-2-one; dichloromethane at 20 - 30℃; for 3h;77.3%
(3R)-3-cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile
1146629-84-6

(3R)-3-cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile

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

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 20 - 95℃; Product distribution / selectivity; Inert atmosphere;64.3%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; for 21h; Suzuki coupling; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane; water at 120℃; for 24h; Inert atmosphere;0.84 g
(R)-3-(4-(6-amino-5-(2,2-dimethoxyethyl)pyrimidin-4-yl)-1H- pyrazol-1-yl)-3-cyclopentylpropanenitrile

(R)-3-(4-(6-amino-5-(2,2-dimethoxyethyl)pyrimidin-4-yl)-1H- pyrazol-1-yl)-3-cyclopentylpropanenitrile

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With trifluoroacetic acid; trifluoroacetic anhydride In toluene at 100℃; for 1h;61%
(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile
941685-40-1

(3R)-3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

A

ruxolitinib
941678-49-5

ruxolitinib

B

C18H20N6O
1236033-03-6

C18H20N6O

Conditions
ConditionsYield
With lithium tetrafluoroborate; water In acetonitrile Inert atmosphere; Reflux;
With lithium tetrafluoroborate; water In acetonitrile at 12 - 80℃;
(R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanecarbonitrile
1146629-83-5

(R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanecarbonitrile

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 24 h / 20 - 90 °C / Inert atmosphere
2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 24 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 - 5 °C / Inert atmosphere
1.2: -5 - 5 °C / Inert atmosphere
2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
3.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
C18H20N6O
1236033-03-6

C18H20N6O

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With ammonia; water In acetonitrile at 0 - 20℃; Product distribution / selectivity;n/a
4-(1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
941685-27-4

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C
2: ethanol; hexane / Resolution of racemate
3: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C
2: Resolution of racemate
3: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 4 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 26 h / 60 - 80 °C / Inert atmosphere
2: acetonitrile; tetrahydrofuran; acetone / 50 - 80 °C / Large scale
3: sodium hydroxide / ethyl acetate; water / 0 °C
4: lithium tetrafluoroborate / acetonitrile; water / 11 h / 0.8 - 27 °C
View Scheme
3-cyclopentaneacrylonitrile
591769-05-0

3-cyclopentaneacrylonitrile

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C
2: ethanol; hexane / Resolution of racemate
3: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C
2: Resolution of racemate
3: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 4 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 26 h / 60 - 80 °C / Inert atmosphere
2: acetonitrile; tetrahydrofuran; acetone / 50 - 80 °C / Large scale
3: sodium hydroxide / ethyl acetate; water / 0 °C
4: lithium tetrafluoroborate / acetonitrile; water / 11 h / 0.8 - 27 °C
View Scheme
3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile
941685-39-8

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; hexane / Resolution of racemate
2: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 2 steps
1: Resolution of racemate
2: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
Multi-step reaction with 3 steps
1: acetonitrile; tetrahydrofuran; acetone / 50 - 80 °C / Large scale
2: sodium hydroxide / ethyl acetate; water / 0 °C
3: lithium tetrafluoroborate / acetonitrile; water / 11 h / 0.8 - 27 °C
View Scheme
(R)-4-bromo-1-(1-cyclopentylallyl)-1H-pyrazole

(R)-4-bromo-1-(1-cyclopentylallyl)-1H-pyrazole

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 2.5 h / 0 - 20 °C
1.2: 2 h / 0 - 20 °C
2.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1.75 h / 20 °C
3.1: ammonium hydroxide; iodine / tetrahydrofuran; water / 0.5 h / 20 °C / Darkness
4.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 24 h / 20 - 90 °C / Inert atmosphere
5.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 24 h / 120 °C / Inert atmosphere
View Scheme
(R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropan-1-ol

(R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropan-1-ol

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1.75 h / 20 °C
2: ammonium hydroxide; iodine / tetrahydrofuran; water / 0.5 h / 20 °C / Darkness
3: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 24 h / 20 - 90 °C / Inert atmosphere
4: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 24 h / 120 °C / Inert atmosphere
View Scheme
(3R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanal
1146629-82-4

(3R)-3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanal

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium hydroxide; iodine / tetrahydrofuran; water / 0.5 h / 20 °C / Darkness
2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 24 h / 20 - 90 °C / Inert atmosphere
3: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 24 h / 120 °C / Inert atmosphere
View Scheme
cyclopentylallene
54125-23-4

cyclopentylallene

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; JoSPOPhos SL-J688-2; pyridinium p-toluenesulfonate / toluene / 16 h / 80 °C / Inert atmosphere; Schlenk technique; Sealed tube
2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 2.5 h / 0 - 20 °C
2.2: 2 h / 0 - 20 °C
3.1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 1.75 h / 20 °C
4.1: ammonium hydroxide; iodine / tetrahydrofuran; water / 0.5 h / 20 °C / Darkness
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dimethyl sulfoxide / 24 h / 20 - 90 °C / Inert atmosphere
6.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane; water / 24 h / 120 °C / Inert atmosphere
View Scheme
cyclopentanealdehyde
872-53-7

cyclopentanealdehyde

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0 °C / Inert atmosphere
1.2: 0 - 30 °C / Inert atmosphere
2.1: acetonitrile / 30 °C
3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 30 °C
4.1: (1S,2R)-1-amino-2-indanol / isopropyl alcohol / 20 °C
5.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
5.2: 0.5 h
6.1: phosphorus pentoxide / tetrahydrofuran / 60 - 70 °C / Inert atmosphere
7.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 - 5 °C / Inert atmosphere
7.2: -5 - 5 °C / Inert atmosphere
8.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
9.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C
1.2: 64 h / 0 - 20 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C
3.1: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrile
941688-05-7

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

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 20 - 70 °C
2: sodium hydroxide / water; ethyl acetate / 20 - 25 °C / pH 9.5 - 10
View Scheme
(2S,3S)-2,3-bis(benzoyloxy)butanedioic acid-(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(2S,3S)-2,3-bis(benzoyloxy)butanedioic acid-(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate at 20 - 25℃; pH=9.5 - 10;
C23H32N6OSi*C18H14O8

C23H32N6OSi*C18H14O8

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / ethyl acetate; water / 0 °C
2: lithium tetrafluoroborate / acetonitrile; water / 11 h / 0.8 - 27 °C
View Scheme
4-(1H-pyrazol-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
941685-27-4

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

A

ruxolitinib
941678-49-5

ruxolitinib

B

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C
2: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
3-cyclopentaneacrylonitrile
591769-05-0

3-cyclopentaneacrylonitrile

A

ruxolitinib
941678-49-5

ruxolitinib

B

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C
2: trifluoroacetic acid / dichloromethane / 6 h
View Scheme
3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile
941685-39-8

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

A

ruxolitinib
941678-49-5

ruxolitinib

B

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

(3S)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane for 6h; Overall yield = 58 %; Overall yield = 2.68 g;
C17H24ClN3O5

C17H24ClN3O5

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
2: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
C28H38N6O5

C28H38N6O5

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 20℃; Reflux;
2,6-dichloro-pyrimidine carbaldehyde
5305-40-8

2,6-dichloro-pyrimidine carbaldehyde

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: ammonia / toluene; methanol / 2 h / 60 °C
2.1: potassium tert-butylate / tetrahydrofuran / 1 h / -5 - 0 °C / Inert atmosphere
2.2: 30 h / 20 °C / Inert atmosphere
3.1: dmap / ethyl acetate / 2 h / 45 - 50 °C
4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
5.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: magnesium; iodine / tetrahydrofuran / 30 - 40 °C / Inert atmosphere
1.2: 1 h / 10 - 30 °C / Inert atmosphere
2.1: potassium tert-butylate / tetrahydrofuran / 0 °C / Inert atmosphere
2.2: 0 - 30 °C / Inert atmosphere
3.1: acetonitrile / 30 °C
4.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 30 °C
5.1: (1S,2R)-1-amino-2-indanol / isopropyl alcohol / 20 °C
6.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
6.2: 0.5 h
7.1: phosphorus pentoxide / tetrahydrofuran / 60 - 70 °C / Inert atmosphere
8.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 - 5 °C / Inert atmosphere
8.2: -5 - 5 °C / Inert atmosphere
9.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
10.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
4-amino-6-chloro-pyrimidine-5-carbaldehyde
14160-93-1

4-amino-6-chloro-pyrimidine-5-carbaldehyde

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium tert-butylate / tetrahydrofuran / 1 h / -5 - 0 °C / Inert atmosphere
1.2: 30 h / 20 °C / Inert atmosphere
2.1: dmap / ethyl acetate / 2 h / 45 - 50 °C
3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
4.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine

6-chloro-5-(2-methoxyvinyl)pyrimidin-4-ylamine

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap / ethyl acetate / 2 h / 45 - 50 °C
2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
3: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
methyl 3-cyclopentylacrylate
136823-41-1

methyl 3-cyclopentylacrylate

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: acetonitrile / 30 °C
2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 30 °C
3.1: (1S,2R)-1-amino-2-indanol / isopropyl alcohol / 20 °C
4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
4.2: 0.5 h
5.1: phosphorus pentoxide / tetrahydrofuran / 60 - 70 °C / Inert atmosphere
6.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 - 5 °C / Inert atmosphere
6.2: -5 - 5 °C / Inert atmosphere
7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
8.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
methyl 3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanoate

methyl 3-(4-bromo-1H-pyrazol-1-yl)-3-cyclopentylpropanoate

ruxolitinib
941678-49-5

ruxolitinib

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 30 °C
2.1: (1S,2R)-1-amino-2-indanol / isopropyl alcohol / 20 °C
3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
3.2: 0.5 h
4.1: phosphorus pentoxide / tetrahydrofuran / 60 - 70 °C / Inert atmosphere
5.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 - 5 °C / Inert atmosphere
5.2: -5 - 5 °C / Inert atmosphere
6.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 50 - 60 °C / Inert atmosphere
7.1: hydrogenchloride / tetrahydrofuran; water / 20 °C / Reflux
View Scheme
ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile phosphoric acid salt

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile phosphoric acid salt

Conditions
ConditionsYield
With phosphoric acid In water; ethyl acetate at 50℃; for 1h;95%
ruxolitinib
941678-49-5

ruxolitinib

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

(2E)-but-2-enedioic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile fumaric acid salt

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile fumaric acid salt

Conditions
ConditionsYield
In ethanol at 50℃;89%
ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrochloric acid salt

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrochloric acid salt

Conditions
ConditionsYield
With hydrogenchloride In water; ethyl acetate at 20 - 50℃; for 1h;88%
ruxolitinib
941678-49-5

ruxolitinib

citric acid
77-92-9

citric acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile citrate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile citrate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;85%
ruxolitinib
941678-49-5

ruxolitinib

ruxolitinib phosphate
1092939-17-7

ruxolitinib phosphate

Conditions
ConditionsYield
With phosphoric acid In dichloromethane; isopropyl alcohol at 20℃; Product distribution / selectivity; Reflux;84%
With phosphoric acid In isopropyl alcohol at 20℃; for 2h; Heating / reflux;
With phosphoric acid In isopropyl alcohol at 20℃; Heating;171.7 mg
ruxolitinib
941678-49-5

ruxolitinib

benzenesulfonic acid
98-11-3

benzenesulfonic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile benzenesulphonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile benzenesulphonate

Conditions
ConditionsYield
In isopropyl alcohol at 60℃;81%
In acetonitrile at 50℃; for 1h; Solvent;49%
L-Tartaric acid
87-69-4

L-Tartaric acid

ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile L-tartaric acid salt

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile L-tartaric acid salt

Conditions
ConditionsYield
In ethanol at 50℃;79%
ruxolitinib
941678-49-5

ruxolitinib

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

(2E)-but-2-enedioic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile fumarate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile fumarate

Conditions
ConditionsYield
In ethanol at 50℃; for 1h; Solvent;78%
hydrogenchloride
7647-01-0

hydrogenchloride

ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrochloride

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrochloride

Conditions
ConditionsYield
In ethanol; water at 50℃; for 1h; Solvent;77%
ethanesulfonic acid
594-45-6

ethanesulfonic acid

ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile ethanesulphonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile ethanesulphonate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;75%
ruxolitinib
941678-49-5

ruxolitinib

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile p-toluenesulphonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile p-toluenesulphonate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;75%
ruxolitinib
941678-49-5

ruxolitinib

naphthalene-2-sulfonate
120-18-3

naphthalene-2-sulfonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile 2-naphthalenesulphonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile 2-naphthalenesulphonate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;73%
ruxolitinib
941678-49-5

ruxolitinib

4-chloro-benzenesulfonic acid
98-66-8

4-chloro-benzenesulfonic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile4-chlorobenzenesulphonate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile4-chlorobenzenesulphonate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;72%
ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrobromic acid salt

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrobromic acid salt

Conditions
ConditionsYield
With hydrogen bromide In ethanol; water at 50℃; for 17h; Cooling;71%
ruxolitinib
941678-49-5

ruxolitinib

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrobromide

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile hydrobromide

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;70%
L-Tartaric acid
87-69-4

L-Tartaric acid

ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile tartrate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile tartrate

Conditions
ConditionsYield
In ethanol at 50℃; for 1h; Solvent;70%
ruxolitinib
941678-49-5

ruxolitinib

benzoic acid
65-85-0

benzoic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile benzoate

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]propanenitrile benzoate

Conditions
ConditionsYield
In methanol at 50℃; for 1h; Solvent;60%
ruxolitinib
941678-49-5

ruxolitinib

(2S,3R,4S,5S,6S)-2-(4-((((2-((chlorocarbonyl)(methyl)amino)ethyl)(methyl)carbamoyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2S,3R,4S,5S,6S)-2-(4-((((2-((chlorocarbonyl)(methyl)amino)ethyl)(methyl)carbamoyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2S,3R,4S,5S,6S)-2-(4-((((2-(4-(1-((R)-2-cyano-1-cyclopentylethyl)-1H-pyrazol-4-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxamido)ethyl)(methyl)carbamoyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

(2S,3R,4S,5S,6S)-2-(4-((((2-(4-(1-((R)-2-cyano-1-cyclopentylethyl)-1H-pyrazol-4-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-7-carboxamido)ethyl)(methyl)carbamoyl)oxy)methyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 16h;30%
ruxolitinib
941678-49-5

ruxolitinib

maleic acid
110-16-7

maleic acid

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile maleic acid salt
1092939-15-5

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile maleic acid salt

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; for 2.5h; Heating / reflux;
In isopropyl alcohol at 20℃; Heating;173 mg
ruxolitinib
941678-49-5

ruxolitinib

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile sulfuric acid salt
1092939-16-6

(3R)-3-cyclopentyl-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile sulfuric acid salt

Conditions
ConditionsYield
With sulfuric acid In acetonitrile at 20℃; for 2h; Heating / reflux;
With sulfuric acid In acetonitrile at 20℃; Heating;180 mg

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