3-Aminophenol → 3-({7-Aminopyrido[4,3-d]pyrimidin-4-yl}amino)phenol

HRID 50784

反応式

HRID 50784 の反応式
[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8](SC)=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1.[NH2:14][C:15]1[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=1>>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=3)=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1

参加物

3

反応物 2

HCID 115683-AminophenolHCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidine

生成物 1

HCID 53280723-({7-Aminopyrido[4,3-d]pyrimidin-4-yl}amino)phenol収率 27.3%

反応条件

温度
160 °C

実験手順

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (299 mg, 1.56 mmole) and 3-aminophenol (1.60 g, 14.7 mmole) is stirred at 160° C. for 15 min. The resulting product is chromatographed over silica gel (9% MeOH/CH2Cl2) to give 7-amino-4-(3-hydroxyanilino)pyrido[4,3-d]pyrimidine (108 mg, 18%) as a pale orange solid. 1H NMR (DMSO) δ 9.69 (1H, brs), 9.44 (1H, brs), 9.33 (1H, s), 8.38 (1H, s), 7.37 (1H, t, J=2.1 Hz), 7.21 (1H, brd, J=8.4 Hz), 7.14 (1H, t, J=8.0 Hz), 6.59 (2H, brs), 6.53 (1H, ddd, J=7.9, 2.2, 0.8 Hz), 6.43 (1H, s).

後処理

  1. customThe resulting product is chromatographed over silica gel (9% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-9df614f5da23401fa07263347eb122d1
出典データセット
uspto-grants-2004_03
特許番号
US06713484B2

関連ノート

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