반응 #682006

반응 방정식

(R)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(5-fluorothiazol-2-yl)-3-((S)-pyrrolidin-3-yl)propanamide

triethylamine

acetyl chloride

→

compound

수율 76.0%

(R)-3-((S)-1-acetylpyrrolidin-3-yl)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(5-fluorothiazol-2-yl)propanamide

수율 76.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   세척Thereafter, the reaction solution was washed with a 1 M aqueous solution of hydrochloric acid
2. 2
   건조The resultant was dried over anhydrous sodium sulfate
3. 3
   농축was then concentrated in vacuo
4. 4
   기타The obtained residue was purified by silica gel chromatography (chloroform/methanol=1%→15%)

실험 절차

The (R)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(5-fluorothiazol-2-yl)-3-((S)-pyrrolidin-3-yl)propanamide (1.17 g, 2.77 mmol) obtained in Step 1 of Example 2 was dissolved in dichloromethane (27 mL), and thereafter, triethylamine (0.806 mL, 5.81 mmol) and acetyl chloride (0.207 mL, 2.91 mmol) were added to the above obtained solution under ice-cold condition. The obtained mixture was stirred for 20 minutes. Thereafter, the reaction solution was washed with a 1 M aqueous solution of hydrochloric acid and a saturated aqueous solution of sodium hydrogen carbonate. The resultant was dried over anhydrous sodium sulfate, and was then concentrated in vacuo. The obtained residue was purified by silica gel chromatography (chloroform/methanol=1%→15%) to obtain the captioned compound (980 mg, 76%) in the form of a white solid.

출처