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

HRID 1908248ノート

反応式

HRID 1908248 の反応式
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

参加物

5

反応物 4

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

生成物 1

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

反応条件

温度
80 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-b617f4ecac064816ba54657d852b0717
出典データセット
uspto-grants-2013_12
特許番号
US08598202B2

反応ノート

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