4-Pyridinemethanamine → 2-(4-Hydroxy-2-oxopyridin-1(2H)-yl)-4-methyl-N-(pyridin-4-ylmethyl)thiazole-5-carboxamide

HRID 1887277

反応式

HRID 1887277 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[S:9][C:10]([C:14]([OH:16])=O)=[C:11]([CH3:13])[N:12]=2)[C:4](=[O:17])[CH:3]=1.[N:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH2:25])=[CH:20][CH:19]=1>>[OH:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[S:9][C:10]([C:14]([NH:25][CH2:24][C:21]3[CH:22]=[CH:23][N:18]=[CH:19][CH:20]=3)=[O:16])=[C:11]([CH3:13])[N:12]=2)[C:4](=[O:17])[CH:3]=1

参加物

3

反応物 2

HCID 773174-PyridinemethanamineHCID 547423412-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid

生成物 1

HCID 547423372-(4-Hydroxy-2-oxopyridin-1(2H)-yl)-4-methyl-N-(pyridin-4-ylmethyl)thiazole-5-carboxamide収率 46%

実験手順

Following the procedure as described in Example 1, making variations only as required to use 2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid in place of 4-methyl-2-(2-oxo-4-phenylpyridin-1(2H)-yl)thiazole-5-carboxylic acid to react with pyridin-4-ylmethanamine, the title compound was obtained as a colorless solid in 46% yield: mp 275-278° C. (dichloromethane/methanol); 1H NMR (300 MHz, DMSO-d6) δ 11.59 (br s, 1H), 8.88-8.78 (m, 1H), 8.58 (t, J=8.9 Hz, 1H), 8.47-8.44 (m, 2H), 7.26-7.23 (m, 2H), 6.27-6.22 (m, 1H), 5.85-5.80 (m, 1H), 4.44-4.30 (m, 2H), 2.56 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 167.9, 162.2, 161.6, 154.2, 150.6, 149.9, 148.8, 132.6, 123.2, 122.6, 104.4, 98.0, 42.2, 17.5; MS (ES+) m/z 343.2 (M+1).

出典と根拠

ORDレコード
ord-8546d129af564874ad9b3601c4347479
出典データセット
uspto-grants-2013_08
特許番号
US08501746B2

関連ノート

読み込み中…