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

HRID 50792

반응식

HRID 50792 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:21]=[CH:20][CH:19]=[CH:18][C:16]=1[NH2:17]>>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:8]([NH:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[Br:14])=[N:7][CH:6]=[N:5][C:4]=2[CH:3]=1

참가 물질

3

반응물 2

HCID 119922-BromoanilineHCID 104425627-Amino-4-methylthiopyrido[4,3-d]pyrimidine

생성물 1

HCID 53280554-N-(2-bromophenyl)pyrido[4,3-d]pyrimidine-4,7-diamine수율 33.2%

반응 조건

온도
180 °C

실험 절차

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (198 mg, 1.03 mmol) (described in a previous experimental) and 2-bromoaniline (1.00 mL, 9.18 mmol) is stirred under N2 at 180° C. for 2.5 h, and the resulting product is chromatographed on alumina (1% EtOH/CHCl3) to give 7-amino-4-(2-bromoanilino)pyrido[4,3-d]pyrimidine (108 mg, 33%) as a pale yellow solid, 1H NMR (DMSO) δ 9.91 (1H, brs), 9.27 (1H, s), 8.20 (1H, s), 7.73 (1H, d, J=7.9 Hz), 7.50 (1H, m), 7.44 (1H, t, J=6.9 Hz), 7.25 (1H, m), 6.59 (2H, brs), 6.42 (1H, s).

후처리

  1. customthe resulting product is chromatographed on alumina (1% EtOH/CHCl3)

출처 및 근거

ORD 기록
ord-7aabd9d42fcc4be08d55aaaaf2ebeace
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713484B2

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