Acetyl chloride → 1-(2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethanone

HRID 2189302노트

반응식

HRID 2189302 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[Cl:9][C:10]1[N:11]=[CH:12][C:13]2[CH:18]=[CH:17][N:16]([CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)[C:14]=2[N:15]=1.C(=O)(O)[O-].[Na+]>ClCCl>[Cl:9][C:10]1[N:11]=[CH:12][C:13]2[C:18]([C:5](=[O:7])[CH3:6])=[CH:17][N:16]([CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)[C:14]=2[N:15]=1

참가 물질

6

반응물 4

HCID 6367Acetyl chlorideHCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 866373422-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 866373431-(2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethanone수율 96.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of aluminium chloride (400 mg, 2.99 mmol) and acetyl chloride (711 uL, 10 mmol) in dichloromethane (2 mL) is added 2-chloro-7-(cyclopentyl)-7H-pyrrolo[2,3-d]pyrimidine (221 mg, 1.0 mmol) in dichloromethane (5 mL), dropwise. After 20 minutes saturated aqueous sodium bicarbonate is added to pH 9-10 and the solution is extracted with dichloromethane. The organic phase is dried, anhydrous Na2SO4 and concentrated to obtain 1-(2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethanone (255 mg, 97%) as an off-white amorphous solid (97%). 1H-NMR and LCMS.

후처리

  1. extractionthe solution is extracted with dichloromethane
  2. customThe organic phase is dried
  3. concentrationanhydrous Na2SO4 and concentrated

출처 및 근거

ORD 기록
ord-7523e394e25448fb9bb3b856a09d5bac
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324225B2

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