4-Chloroaniline → [6-(5-Chloro-2-methoxy-phenyl)-2-methyl-pyrimidin-4-yl]-(4-chloro-phenyl)-amine

HRID 28558

반응식

HRID 28558 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[O:15][CH3:16])[N:5]=[C:4]([CH3:17])[N:3]=1.[Cl:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1>C(O)C>[Cl:14][C:12]1[CH:11]=[CH:10][C:9]([O:15][CH3:16])=[C:8]([C:6]2[N:5]=[C:4]([CH3:17])[N:3]=[C:2]([NH:23][C:22]3[CH:24]=[CH:25][C:19]([Cl:18])=[CH:20][CH:21]=3)[CH:7]=2)[CH:13]=1

참가 물질

4

반응물 2

HCID 78124-ChloroanilineHCID 656453264-Chloro-6-(5-chloro-2-methoxyphenyl)-2-methylpyrimidine

생성물 1

HCID 42606283[6-(5-Chloro-2-methoxy-phenyl)-2-methyl-pyrimidin-4-yl]-(4-chloro-phenyl)-amine수율 61.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Alternatively, a solution of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-2-methyl-pyrimidine (50 mg, 0.18 mmol) and 4-chloroaniline (23 mg, 0.18 mmol) in ethanol (10 ml) was stirred at 80° C. under an argon atmosphere for 5 hours. After concentration under vacuum the crude product was crystallized (ethyl acetate) to give the title compound (40 mg, 60% yield). 1H NMR (DMSO-d6) δ 2.53 (s, 3H, CH3), 3.33 (s, 3H, CH3), 7.23 (d, 1H, J=8.9 Hz, Ar), 7.33 (s, 1H, Ar), 7.41 (d, 2H, J=8.9 Hz, Ar), 7.51 (dd, 1H, J=8.9 Hz, J=2.8 Hz, Ar), 7.79 (d, 2H, J=8.9 Hz, Ar), 8.0 (d, 1H, J=2.8 Hz, Ar), 9.75 (s, 1H, NH).

후처리

  1. concentrationAfter concentration under vacuum the crude product
  2. customwas crystallized (ethyl acetate)

출처 및 근거

ORD 기록
ord-d43bddddb9324a799829f5778b85f99b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419984B2

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