Diisopropyl Ether → Methyl 3-(1-bromonaphthalen-2-ylmethyl)-2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylate

HRID 1072911

反応式

HRID 1072911 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:5]([N:15]=1)=[N:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][C:9]=2[CH3:10].[H-].[Na+].[Br:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[CH2:29]Br.C(OC(C)C)(C)C>CN(C)C=O>[Br:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][C:20]=1[CH2:29][N:15]1[C:5]2=[N:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][C:9]([CH3:10])=[C:4]2[N:3]=[C:2]1[CH3:1]

参加物

6

反応物 4

HCID 7914Diisopropyl EtherHCID 24758Sodium hydrideHCID 378281-Bromo-2-(bromomethyl)naphthaleneHCID 22388027methyl 2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylate

生成物 1

HCID 22388177Methyl 3-(1-bromonaphthalen-2-ylmethyl)-2,7-dimethyl-3H-imidazo[4,5-b]pyridine-5-carboxylate収率 104.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of methyl 2,7-dimethyl-1H-imidazo[4,5-b]pyridine-5-carboxylate (625 mg) in N,N-dimethylformamide (6 ml) was added sodium hydride (70% in mineral oil, 125 mg) under ice-cooling, and the mixture was stirred for 30 min. 1-Bromonaphthalen-2-ylmethyl bromide (1.05 g) was added to the reaction mixture, and the mixture was stirred under ice-cooling for 3 hr. Diisopropyl ether (12 ml) was added to the reaction mixture and the precipitate was collected by filtration to give the objective compound (1.35 g) as a white powder.

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred under ice-
  3. temperaturecooling for 3 hr
  4. filtrationthe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-ee5660cebe0644488314140ca2bc0fe9
出典データセット
uspto-grants-2005_06
特許番号
US06911469B2

関連ノート

読み込み中…