Methanol → Methyl 3-[5-(2-aminopyridin-4-yl)-2-ethyl-1,3-thiazol-4-yl]benzoate

反応式

[NH2:1][C:2]1[CH:7]=[C:6]([CH:8]2[S:12][C:11]([CH2:13][CH3:14])=[N:10][C:9]2([C:23]2[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=2)[C:26]([OH:28])=[O:27])C2C=CC=C(C#N)C=2)[CH:5]=[CH:4][N:3]=1.S(=O)(=O)(O)O.[OH-].[Na+].[CH3:39]O>>[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[S:12][C:11]([CH2:13][CH3:14])=[N:10][C:9]=2[C:23]2[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=2)[C:26]([O:28][CH3:39])=[O:27])[CH:5]=[CH:4][N:3]=1

参加物

反応物 4

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 14798Sodium Hydroxide

HCID 68830741HCID 68830741、化合物

生成物 1

HCID 22932716Methyl 3-[5-(2-aminopyridin-4-yl)-2-ethyl-1,3-thiazol-4-yl]benzoate収率 85%

反応条件

温度: 70 °C

実験手順

To a solution of 3-[5-(2-amino-4-pyridyl)-4-(3-cyanophenyl)-2-ethyl-1,3-thiazol-4-yl]benzoic acid (0.3 g, 1.0 mmol) in methanol (10 mL) was added concentrated sulfuric acid (0.1 mL) and the mixture was stirred for 5 hours at 70° C. The reaction mixture was basified with sodium hydroxide solution and extracted with ethyl acetate. The extracts were washed with water, then, dried and concentrated. The residue was washed with hexane-ethyl acetate to obtain a title compound (0.29 g, yield 85%).