تفاعل #649390

معادلة التفاعل

3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-formyl-3-thienyl)-1H-indole-7-carboxamide

(2S)-1,2-dimethylpyrrolidine

sodium triacetoxyborohydride

→

title compound

المردود 17.3%

3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-{[(2S)-2-methyl-1-pyrrolidinyl]methyl}-3-thienyl)-1H-indole-7-carboxamide

المردود 17.3%

المذيبات

dimethyl sulfoxide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe reaction was stirred at room temperature overnight
2. 2
   أخرىthen purified by SFC
3. 3
   أخرىThis compound was separated by RTP CASS Group

الإجراء التجريبي

To a solution of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(5-formyl-3-thienyl)-1H-indole-7-carboxamide (600 mg, 1.348 mmol) in dimethyl sulfoxide (10 mL) was added of 20 drops of acetic acid and (2S)-1,2-dimethylpyrrolidine (1.37 mL, 13.483 mmol). The resulting mixture was stirred at room temperature for 6 h followed by an addition of sodium triacetoxyborohydride (2.858 g, 13.483 mmol). The reaction was stirred at room temperature overnight then purified by SFC. This compound was separated by RTP CASS Group. The fraction of enantiomer #1 is 99.7% chirally pure to give 119.9 mg of the title compound (17.3%).

المصدر