Acetonitrile → (1R)-2-{[2-Cyclopropyl-6-(3,4-dichlorophenyl)pyrimidin-4-yl]amino}-1-phenylethanol

HRID 1908248노트

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HRID 1908248 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[N:5]=[C:4]([CH:16]2[CH2:18][CH2:17]2)[N:3]=1.C1(C2N=C(O)C=C([C:29]3[CH:34]=[CH:33][C:32](Cl)=[C:31](Cl)[CH:30]=3)N=2)CC1.[O:37]=P(Cl)(Cl)Cl.[C:42](#[N:44])[CH3:43]>>[CH:16]1([C:4]2[N:3]=[C:2]([NH:44][CH2:42][C@@H:43]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[OH:37])[CH:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=3)[N:5]=2)[CH2:18][CH2:17]1

참가 물질

5

반응물 4

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 809526634-Chloro-2-cyclopropyl-6-(3,4-dichloro-phenyl)-PyrimidineHCID 178515609HCID 178515609, 화합물

생성물 1

HCID 44205060(1R)-2-{[2-Cyclopropyl-6-(3,4-dichlorophenyl)pyrimidin-4-yl]amino}-1-phenylethanol수율 81%

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온도
80 °C

실험 절차

4-Chloro-2-cyclopropyl-6-(3,4-dichloro-phenyl)-Pyrimidine. To a suspension of 2-cyclopropyl-6-(3,4-dichloro-phenyl)-pyrimidin-4-ol (131 mg, 0.467 mmol) in acetonitrile was added POCl3 (0.13 mL, 1.42 mmol). The reaction mixture was heated at 80° C. for 105 min, cooled to rt, quenched with satd. aq. NaHCO3, and extracted with EtOAc. The organic layer was dried (Na2SO4) and concentrated. The crude residue was purified (FCC) to give the title compound (113 mg, 81%).

후처리

  1. temperaturecooled to rt
  2. customquenched with satd
  3. extractionaq. NaHCO3, and extracted with EtOAc
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated
  6. customThe crude residue was purified (FCC)

출처 및 근거

ORD 기록
ord-b617f4ecac064816ba54657d852b0717
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598202B2

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