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

HRID 50813

반응식

HRID 50813 반응식
[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][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1>>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8]([NH:20][CH2:19][C:18]3[CH:21]=[CH:22][C:15]([Br:14])=[CH:16][CH:17]=3)=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1

참가 물질

3

반응물 2

HCID 775714-BromobenzylamineHCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidine

생성물 1

HCID 53280834-N-[(4-bromophenyl)methyl]pyrido[4,3-d]pyrimidine-4,7-diamine수율 48%

반응 조건

온도
140 °C

실험 절차

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (234 mg, 1.22 mmol) (described in a previous experimental) and 4-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 (10% EtOH/EtOAc) to give 7-amino-4-(4-bromobenzylamino)pyrido[4,3-d]pyrimidine (192 mg, 48%) as a cream solid. 1H NMR (DMSO) δ 9.09 (1H, s), 8.87 (1H, t, J=5.7 Hz), 8.25 (1H, s), 7.51 (2H, d, J=8.3 Hz), 7.31 (2H, d, J=8.3 Hz), 6.46 (2H, brs), 6.37 (1H, s), 4.70 (2H, d, J=5.8 Hz).

후처리

  1. customthe resulting product chromatographed on silica gel (10% EtOH/EtOAc)

출처 및 근거

ORD 기록
ord-91f99771fcb140c19010febd558162c2
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713484B2

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