Ethyl 3-aminobenzoate → 9-bromo-5-(m-ethoxycarbonylphenylcarbamoyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

HRID 52497

反応式

HRID 52497 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][CH:14]([C:17](O)=[O:18])[N:6]3[C:7](=[O:13])[C:8](=[O:12])[NH:9][C:10]([CH:11]=1)=[C:5]23.[CH2:20]([O:22][C:23]([C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28])=[O:24])[CH3:21]>>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][CH:14]([C:17](=[O:18])[NH:28][C:27]3[CH:29]=[CH:30][CH:31]=[C:25]([C:23]([O:22][CH2:20][CH3:21])=[O:24])[CH:26]=3)[N:6]3[C:7](=[O:13])[C:8](=[O:12])[NH:9][C:10]([CH:11]=1)=[C:5]23

参加物

3

反応物 2

HCID 11400Ethyl 3-aminobenzoateHCID 99053359-bromo-5-carboxy-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

生成物 1

HCID 544081889-bromo-5-(m-ethoxycarbonylphenylcarbamoyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione収率 94.4%

実験手順

A procedure similar to that described in Example 5 was carried out with 9-bromo-5-carboxy-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (300 mg, 0.92 mmol) and m-ethoxycarbonylaniline (200 mg, 1.2 mmol) to give 410 mg of the title compound (94%): mp 262°~265° C.; 1H NMR (270 MHz, DMSO-d6) δ12.2 (br, 1H), 10.60 (s, 1H), 8.23 (bs, 1H), 7.81 (d, 1H, J=8.0 Hz), 7.67 (d, 1H, J=8.0 Hz), 7.47 (t, 2H, J=8.0 Hz), 7.22 (bs, 1H), 7.19 (bs, 1H), 5.29~5.34 (m, 1H), 4.30 (q, 2H, J=7.1 Hz), 2.85 (dm, 1H, J=16.8 Hz), 2.50~2.82 (m, 2H), 2.03~2.20 (m, 1H), 1.30 (t, 3H, J=7.1 Hz).

出典と根拠

ORDレコード
ord-039a174ab5e74c9ba05386b27474a88c
出典データセット
uspto-grants-1997_04
特許番号
US05616586

関連ノート

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