2,1,3-Benzothiadiazole-5-carbonyl chloride → N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)benzo[c][1,2,5]thiadiazole-5-carboxamide

HRID 552420

反応式

HRID 552420 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]2[NH:12][C:13](=[O:15])[NH:14][C:7]=12.[N:19]1[S:20][N:21]=[C:22]2[CH:27]=[C:26]([C:28](Cl)=[O:29])[CH:25]=[CH:24][C:23]=12>>[O:15]=[C:13]1[NH:12][C:8]2=[N:9][CH:10]=[CH:11][C:6]([O:5][C:4]3[CH:3]=[C:2]([NH:1][C:28]([C:26]4[CH:25]=[CH:24][C:23]5=[N:19][S:20][N:21]=[C:22]5[CH:27]=4)=[O:29])[CH:18]=[CH:17][CH:16]=3)=[C:7]2[NH:14]1

参加物

3

反応物 2

HCID 27762882,1,3-Benzothiadiazole-5-carbonyl chlorideHCID 451401417-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one

生成物 1

HCID 135878137N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl)benzo[c][1,2,5]thiadiazole-5-carboxamide収率 33%

実験手順

Method H was used with 7-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one and benzo[c][1,2,5]thiadiazole-5-carbonyl chloride to afford the title compound (28 mg, 33%). 1H-NMR (δ, ppm, DMSO-d6): 6.51 (d, 1H, HPy,5, J=6.0 Hz), 6.95 (d, 1H, Harom, J=8.0 Hz), 7.46 (t, 1H, Harom, J=8.0 Hz), 7.68 (t, 1H, Harom, J=2.0 Hz), 7.71 (d, 1H, Harom, J=8.0 Hz), 7.82 (d, 1H, HPy,6, J=6.0 Hz), 7.91 (d, 1H, Harom, J=8.0 Hz), 8.15-8.23 (m, 2H, Harom), 8.73 (s, 1H, Harom), 10.68 (s, 1H, NHamide), 11.21 (s, 1H, NHPy3), 11.39 (s, 1H, NHPy2). HRMS (EI): m/z [M+H] calcd for C19H13N6O3S: 405.0770; found: 405.0772.

出典と根拠

ORDレコード
ord-d3a389028b8c46a0ac5bdb253556841a
出典データセット
uspto-grants-2011_05
特許番号
US07951819B2

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