|Min. Order:||1 Kilogram|
|Delivery Time:||25 Days|
Model No.: 1187595-85-2
Grade Standard: Medicine Grade
Productivity: Custom Manufacturing
Place of Origin: CHINA
Supply Ability: In stock
Baricitinib intermediate called 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile CAS number is 1187595-85-2. There are a lot of literature reports on his synthesis, but there are problems such as high cost and difficult separation. There is a process that is more reliable, the specific process is:
In the first step, 14.60 g of 1-amino-3-chloropropyl-2-ol hydrochloride, 73 mL of tetrahydrofuran, and 73 mL of water were added to a three-necked flask, dissolved by stirring and cooled to 0 to 5℃, and dipotassium hydrogen phosphate was added. g, after stirring for 5 minutes, 13.50 g of ethylsulfonyl chloride was added dropwise. After the addition, the temperature was raised to room temperature for 3-4 hours. At the end of the reaction, 0.7 mL of 0.5 mL/L of dilute hydrochloric acid was added to quench the reaction, and the mixture was stirred and the aqueous phase was re-acetified with acetic acid. Ethyl acetate (35 mL) was extracted twice, and the organic phase was washed with saturated brine (1 mL), dried over anhydrous sodium sulfate, and concentrated to give the crude product of N-(3-chloro-2-hydroxypropyl)ethanesulfonamide.
In the second step, N-(3-chloro-2-hydroxypropyl)ethanesulfonamide obtained in the first step and 100 mL of N,N-dimethylformamide were added to the three-necked flask, stirred and dissolved, and cooled to 0-5℃, adding 11.22g of potassium tert-butoxide, after the addition is completed, keep stirring at 0~5°C for 15-20 minutes, then warm to room temperature for 3-4 hours, add 1mol/L diluted hydrochloric acid 100mL to quench the reaction, stir the liquid,The organic phase was combined and washed with saturated brine and dried over anhydrous sodium sulfate and concentrated to give the crude product of 1-(ethylsulfonyl)aziridine-3-ol.
In the third step, 1-(ethylsulfonyl)aziridine-3-ol obtained in the second step, 10.29 g of sodium bromide, 12.6 g of sodium hydrogencarbonate, 83 mL of dichloromethane and 123 mL of water were added to a three-necked flask. Stir well, cool to -5 ~ 0℃, add TEMPO 312mg, add 81.9g of 10% sodium hypochlorite solution after the addition, after the reaction is finished, the aqueous phase is extracted once with dichloromethane, the organic phase is combined, with 5% The sodium hydrogen sulfite solution was washed once, and the aqueous sodium chloride solution was washed once, dried over sodium sulfate and concentrated to give crude ethyl 1-(ethylsulfonyl) azeridin-3-one.
In the fourth step, 33.14 g of triphenylphosphine acetonitrile and 96 mL of dichloromethane were added to a three-necked flask, stirred and dissolved, and then 1-(ethylsulfonyl)azacridin-3-one obtained in the third step was added, and the reaction was carried out at room temperature. 3 to 4 hours. After the completion of the reaction, 240 mL of water was added to quench the reaction, and the aqueous phase was extracted with ethyl acetate three times. The organic phase was combined and washed twice with brine, and then concentrated and then purified from ethyl ether and petroleum ether to give 16.76 gram 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile CAS number 1187595-85-2.
Cas No.: 1187595-85-2
Molecular Formula: C7H10N2O2S
Molecular Weight: 186.2315
Specifications: Available on request
Packing:Export worthy packing
Material Safety Data Sheet:Available on request
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