1,1-Diethylguanidine → 5-(2-(Diethylamino)pyrimidin-4-yl)-4-methylthiazol-2-amine

HRID 1430124ノート

反応式

HRID 1430124 の反応式
[OH-].[Na+].CN(C)[CH:5]=[CH:6][C:7]([C:9]1[S:13][C:12]([N:14]=CN(C)C)=[N:11][C:10]=1[CH3:19])=O.[CH2:21]([N:23]([CH2:27][CH3:28])[C:24]([NH2:26])=[NH:25])[CH3:22]>COCCO>[NH2:14][C:12]1[S:13][C:9]([C:7]2[CH:6]=[CH:5][N:26]=[C:24]([N:23]([CH2:27][CH3:28])[CH2:21][CH3:22])[N:25]=2)=[C:10]([CH3:19])[N:11]=1

参加物

5

反応物 3

HCID 144671,1-DiethylguanidineHCID 14798Sodium HydroxideHCID 67218485N'-[5-(3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethyl-formamidine

生成物 1

HCID 574170815-(2-(Diethylamino)pyrimidin-4-yl)-4-methylthiazol-2-amine

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

反応条件

温度
125 °C

実験手順

Powdered sodium hydroxide (150 mg) is added to a solution of N′-[5-(3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethyl-formamidine (0.5 g, prepared as described by S. Wang et al J. Med. Chem. 2004, 47, 1662-1675.) and 1,1-diethylguanidine (259 mg) in 2-methoxyethanol (1.9 ml) and the mixture heated at 125° C. for 1 hour with stirring. The reaction mixture is concentrated under vacuum and purified by normal phase chromatography, eluent; DCM/EtOAc, to give the title compound. ESI-MS: M+H 264 and M−H 262.

後処理

  1. concentrationThe reaction mixture is concentrated under vacuum
  2. custompurified by normal phase chromatography, eluent

出典と根拠

ORDレコード
ord-ed43e83697a14da49638f6b93a40e2c6
出典データセット
uspto-grants-2015_01
特許番号
US08940771B2

反応ノート

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