Phosphorus oxychloride → 6-Chloro-5-(trifluoromethyl)pyrimidin-4-amine

HRID 1910879노트

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HRID 1910879 반응식
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4](O)[C:3]=1[C:9]([F:12])([F:11])[F:10].O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:4]1[N:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=1[C:9]([F:12])([F:11])[F:10]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178508813HCID 178508813, 화합물

생성물 1

HCID 860496886-Chloro-5-(trifluoromethyl)pyrimidin-4-amine

반응 조건

온도
100 °C

실험 절차

The mixture of 6-amino-5-(trifluoromethyl)pyrimidin-4-ol (N-4) (300 mg, 1.66 mmol) in POCl3 (8 mL) in a pressure vessel is stirred at 100° C. for 1 h. The mixture is allowed to cool to RT and concentrated in vacuo. The residue is taken up in water (20 mL), basified with saturated NaHCO3 aqueous solution to pH=9 and then extracted with DCM (30 mL x3). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the desired product, 6-chloro-5-(trifluoromethyl)pyrimidin-4-amine (N-5) as a yellow solid.

후처리

  1. temperatureto cool to RT
  2. concentrationconcentrated in vacuo
  3. extractionextracted with DCM (30 mL x3)
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-c0435718d4ae4cbfa6ca09898b2f32fa
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08604032B2

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