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

HRID 712753

反応式

HRID 712753 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b06947c158c34beab6694062b2731c89
出典データセット
uspto-grants-2015_11
特許番号
US09181272B2

関連ノート

読み込み中…