Pyridine → 3-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine

HRID 712753

반응식

HRID 712753 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.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:8]2[CH2:12][CH2:11][CH2:10][N:9]2[S:20]([CH3:19])(=[O:22])=[O:21])[CH:7]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 44038153-Bromo-5-(pyrrolidin-2-yl)pyridine

생성물 1

HCID 1176674783-Bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 3-bromo-5-(2-pyrrolidinyl)pyridine (0.2 g, 0.881 mmol) and pyridine (0.157 mL, 1.937 mmol) in DCM (1 mL) is added methanesulfonyl chloride in DCM (1 mL) dropwise. The mixture is stirred at room temperature for 2 h. The mixture is concentrated. The resulting crude product is purified by normal phase chromatography using 0-3% MeOH in DCM as the gradient to afford 3-bromo-5-(1-methanesulfonyl-pyrrolidin-2-yl)-pyridine (211.2 mg, 79% yield).

후처리

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

출처 및 근거

ORD 기록
ord-b06947c158c34beab6694062b2731c89
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181272B2

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