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

HRID 712754

反応式

HRID 712754 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.[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

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-621fe542518d4dd4a7d446037a497fb3
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…