2-Chloro-5-(chloromethyl)thiophene → N-Benzyl-2-(4-((5-chlorothiophen-2-yl)methoxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide

HRID 1887342

反応式

HRID 1887342 の反応式
[Cl:1][C:2]1[S:3][C:4]([CH2:7]Cl)=[CH:5][CH:6]=1.[CH2:9]([NH:16][C:17]([C:19]1[S:23][C:22]([N:24]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:25]2=[O:31])=[N:21][C:20]=1[CH3:32])=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH2:9]([NH:16][C:17]([C:19]1[S:23][C:22]([N:24]2[CH:29]=[CH:28][C:27]([O:30][CH2:7][C:4]3[S:3][C:2]([Cl:1])=[CH:6][CH:5]=3)=[CH:26][C:25]2=[O:31])=[N:21][C:20]=1[CH3:32])=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

3

反応物 2

HCID 5830792-Chloro-5-(chloromethyl)thiopheneHCID 54742338N-benzyl-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide

生成物 1

HCID 57744508N-Benzyl-2-(4-((5-chlorothiophen-2-yl)methoxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide収率 40%

実験手順

Following the procedure as described in Example 21, making variation only as required to use 2-chloro-5-(chloromethyl)thiophene in place of 2-(chloromethyl)-5-phenyl-1,3,4-oxadiazole to react with N-benzyl-2-(4-hydroxy-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 40% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.78 (t, J=5.9 Hz, 1H), 8.60 (d, J=8.1 Hz, 1H), 7.30-7.18 (m, 5H), 7.15 (d, J=3.8 Hz, 1H), 7.05 (d, J=3.8 Hz, 1H), 6.34 (dd, J=8.1, 2.7 Hz, 1H), 6.28 (d, J=2.7 Hz, 1H), 5.30 (s, 2H), 4.38 (d, J=5.9 Hz, 2H), 2.54 (s, 3H); MS (ES+) m/z 471.9 (M+1), 473.8 (M+3).

出典と根拠

ORDレコード
ord-ef9930e18e474611b792091600648e32
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…