1H-indol-4-ol → 6-(1H-indol-4-yloxy)-N-(3,4,5-trimethoxyphenyl)pyrazin-2-amine

HRID 16312

反応式

HRID 16312 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]2[CH:19]=[N:18][CH:17]=[C:16](Cl)[N:15]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH:21][C:22]1[CH:30]=[CH:29][CH:28]=[C:27]2[C:23]=1[CH:24]=[CH:25][NH:26]2>>[NH:26]1[C:27]2[C:23](=[C:22]([O:21][C:16]3[N:15]=[C:14]([NH:13][C:5]4[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=4)[CH:19]=[N:18][CH:17]=3)[CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:25]1

参加物

3

反応物 2

HCID 754211H-indol-4-olHCID 116090492-(3,4,5-Trimethoxyphenylamino)-6-chloropyrazine

生成物 1

HCID 248793966-(1H-indol-4-yloxy)-N-(3,4,5-trimethoxyphenyl)pyrazin-2-amine収率 17%

実験手順

Using Method X with 150 mg of 2-(3,4,5-trimethoxyphenylamino)-6-chloropyrazine and 4-hydroxyindole, the title compound was obtained (34 mg). Yield: 17%. 1H NMR (250 MHz, DMSO-d6) δ 3.24 (s, 6H), 3.49 (s, 3H), 6.10-6.12 (m, 1H), 6.66 (s, 2H), 6.79 (d, 1H, J=7.1 Hz), 7.07 (t, 1H, J=7.8 Hz), 7.25-7.29 (m, 2H), 7.79 (s, 1H), 7.92 (s, 1H), 9.44 (s, 1H), 11.26 (s, 1H). 13C NMR (62.9 MHz, DMSO-d6) δ 55.12, 59.96, 95.43, 98.04, 108.42, 109.87, 120.50, 120.91, 121.37, 125.36, 127.87, 131.91, 136.34, 138.13, 146.33, 150.59, 152.58, 157.84. m/z 393.1 [(M+H)+ calcd for C21H20N4O4 392.1].

出典と根拠

ORDレコード
ord-e6b861baebb044a1864e801aa4874198
出典データセット
uspto-grants-2010_06
特許番号
US07737152B2

関連ノート

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