2-Bromobenzylamine → 4-N-[(2-bromophenyl)methyl]pyrido[4,3-d]pyrimidine-4,7-diamine

HRID 50811

反応式

HRID 50811 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.[Br:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH2:18]>>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8]([NH:18][CH2:17][C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[Br:14])=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1

参加物

3

反応物 2

HCID 3340722-BromobenzylamineHCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidine

生成物 1

HCID 53280814-N-[(2-bromophenyl)methyl]pyrido[4,3-d]pyrimidine-4,7-diamine収率 45.3%

反応条件

温度
140 °C

実験手順

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (225 mg, 1.17 mmol) (described in a previous experimental) and 2-bromobenzylamine (0.84 g, 4.52 mmol) is stirred under N2 at 140° C. for 1 h, and the resulting product chromatographed on silica gel (1-5% EtOH/EtOAc) to give 7-amino-4-(2-bromobenzylamino)pyrido[4,3-d]pyrimidine (175 mg, 45%) as a light brown solid. 1H NMR (DMSO) δ 9.16 (1H, s), 8.85 (1H, t, J=5.7 Hz), 8.24 (1H, s), 7.64 (1H, d, J=7.8 Hz), 7.34 (1H, dd, J=7.7, 7.1 Hz), 7.31 (1H, dd, J=7.7, 2.4 Hz), 7.21 (1H, ddd, J 7.8, 6.9, 2.4 Hz), 6.50 (2H, brs), 6.39 (1H, s), 4.74 (2H, d, J=5.7 Hz).

後処理

  1. customthe resulting product chromatographed on silica gel (1-5% EtOH/EtOAc)

出典と根拠

ORDレコード
ord-e0a878e60f4c414197d1f4e753fb8db6
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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