Pyridine → 1-[2-(5-Bromo-pyridin-3-yl)-pyrrolidin-1-yl]-ethanone

HRID 712754

반응식

HRID 712754 반응식
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)[CH:7]=1.N1C=CC=CC=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([CH:8]2[CH2:12][CH2:11][CH2:10][N:9]2[C:19](=[O:21])[CH3:20])[CH:5]=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 44038153-Bromo-5-(pyrrolidin-2-yl)pyridine

생성물 1

HCID 1176672401-[2-(5-Bromo-pyridin-3-yl)-pyrrolidin-1-yl]-ethanone수율 132%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-bromo-5-(2-pyrrolidinyl)pyridine (200 mg, 0.881 mmol) and pyridine (0.2 mL, 1.96 mmol) in DCM (1 mL) in a 8-mL vial is added acetic anhydride (0.093 mL, 0.969 mmol) dropwise. The mixture is stirred at room temperature for 2.5 h. The mixture is concentrated. The resulting crude product is purified by normal phase chromatography using 0-4.5% MeOH in DCM as the gradient to afford 1-[2-(5-bromo-pyridin-3-yl)-pyrrolidin-1-yl]-ethanone (313 mg, 83% yield).

후처리

  1. concentrationThe mixture is concentrated
  2. customThe resulting crude product is purified by normal phase chromatography

출처 및 근거

ORD 기록
ord-621fe542518d4dd4a7d446037a497fb3
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181272B2

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