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

HRID 1386186

반응식

HRID 1386186 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:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH2:18][NH2:19]>>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8]([NH:19][CH2:18][C:17]3[CH:20]=[CH:21][CH:22]=[C:15]([Br:14])[CH:16]=3)=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1

참가 물질

3

반응물 2

HCID 457587Benzenemethanamine, 3-bromo-HCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidine

생성물 1

HCID 53280824-N-[(3-bromophenyl)methyl]pyrido[4,3-d]pyrimidine-4,7-diamine수율 52%

반응 조건

온도
140 °C

실험 절차

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (228 mg, 1.19 mmol) (described in a previous experimental) and 3-bromobenzylamine (0.84 g, 4.52 mmol) is stirred under N2 at 140° C. for 1 h. The resulting product is chromatographed on silica gel (2-10% EtOH/EtOAc) to give 7-amino-4-[(3-bromophenyl)methylamino]pyrido[4,3-d]pyrimidine (203 mg, 52%) as a light brown solid. 1H NMR (DMSO) δ 9.09 (1H, s), 8.86 (1H, t, J=5.8 Hz), 8.26 (1H, s), 7.54 (1H, s), 7.44 (1H, d, J=7.8 Hz,), 7.36 (1H, d, J=7.6 Hz), 7.29 (1H, t, J=7.7 Hz), 6.48 (2H, s), 6.37 (1H, s), 4.73 (2H, d, J=5.8 Hz).

후처리

  1. customThe resulting product is chromatographed on silica gel (2-10% EtOH/EtOAc)

출처 및 근거

ORD 기록
ord-9b8473e171604464a1a6427f195263cc
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265410B1

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