5-(Tert-Butyl)-2-Methylfuran-3-Carbonyl Chloride → 5-tert-Butyl-2-methyl-N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl) furan-3-carboxamide

HRID 552414

反応式

HRID 552414 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.[C:19]([C:23]1[O:27][C:26]([CH3:28])=[C:25]([C:29](Cl)=[O:30])[CH:24]=1)([CH3:22])([CH3:21])[CH3:20]>>[C:19]([C:23]1[O:27][C:26]([CH3:28])=[C:25]([C:29]([NH:1][C:2]2[CH:18]=[CH:17][CH:16]=[C:4]([O:5][C:6]3[CH:11]=[CH:10][N:9]=[C:8]4[NH:12][C:13](=[O:15])[NH:14][C:7]=34)[CH:3]=2)=[O:30])[CH:24]=1)([CH3:22])([CH3:20])[CH3:21]

参加物

3

反応物 2

HCID 27984945-(Tert-Butyl)-2-Methylfuran-3-Carbonyl ChlorideHCID 451401417-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one

生成物 1

HCID 580243255-tert-Butyl-2-methyl-N-(3-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yloxy)phenyl) furan-3-carboxamide収率 29%

実験手順

Method H was used with 7-(3-aminophenoxy)-1H-imidazo[4,5-b]pyridin-2(3H)-one and 5-tert-butyl-2-methylfuran-3-carbonyl chloride to afford the title compound (25 mg, 29%). 1H-NMR (δ, ppm, DMSO-d6): 1.25 (s, 9H, t-Bu), 3.29 (s, 3H, Me), 6.47 (d, 1H, HPy,5, J=6.0 Hz), 6.64 (s, 1H, Hfur), 6.86 (d, 1H, Harom, J=8.0 Hz), 7.38 (t, 1H, Harom, J=8.0 Hz), 7.57 (t, 1H, Harom, J=2.2 Hz), 7.61 (d, 1H, Harom, J=8.0 Hz), 7.79 (d, 1H, HPy,6, J=6.0 Hz), 9.68 (s, 1H, NHamide), 11.18 (s, 1H, NHPy3), 11.37 (s, 1H, NHPy2). HRMS (EI): m/z [M+H] calcd for C22H23N4O4: 407.1719; found: 407.1721.

出典と根拠

ORDレコード
ord-8b08a5802b314e188c522c4cdfdaac6e
出典データセット
uspto-grants-2011_05
特許番号
US07951819B2

関連ノート

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