Methyl propiolate → 1,2,3,5-Tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a]pyridin-5-one

HRID 2259193

反応式

HRID 2259193 の反応式
[N+:1]([CH:4]=[C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([Cl:17])=[N:15][CH:16]=2)[CH2:8][CH2:7][NH:6]1)([O-:3])=[O:2].C[O:19][C:20](=O)[C:21]#[CH:22]>CO>[Cl:17][C:14]1[CH:13]=[CH:12][C:11]([CH2:10][N:9]2[C:5]3=[C:4]([N+:1]([O-:3])=[O:2])[CH:22]=[CH:21][C:20](=[O:19])[N:6]3[CH2:7][CH2:8]2)=[CH:16][N:15]=1

参加物

4

反応物 2

HCID 13536Methyl propiolateHCID 1809572-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridine

生成物 1

HCID 146756711,2,3,5-Tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a]pyridin-5-one収率 52.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixed solution of 2-nitromethylene-3-(2-chloro-5-pyridylmethyl) imidazolidine (12.7 g), propiolic acid methyl ester (4.2 g) and methanol (100 ml) was refluxed under heating for about 20 hours. Subsequently methanol was distilled off under reduced pressure, and the residue was refined by a silica-gel column chromatography to give the desired 1,2,3,5-tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a]pyridin-5-one (8 g).

後処理

  1. temperatureunder heating for about 20 hours
  2. distillationSubsequently methanol was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-7bda0a6f99494f1c96e44f92daa1fd86
出典データセット
uspto-grants-1995_12
特許番号
US05472960

関連ノート

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