Ammonium Hydroxide → 6-methoxy-5-(trifluoromethyl)-4-Pyrimidinamine

HRID 709941노트

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HRID 709941 반응식
F[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[C:6]([O:12][CH3:13])[N:5]=[CH:4][N:3]=1.[OH-].[NH4+:15]>C(O)CCC>[CH3:13][O:12][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH2:15])[C:7]=1[C:8]([F:11])([F:10])[F:9]

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 584392514-Fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine

생성물 1

HCID 666076446-methoxy-5-(trifluoromethyl)-4-Pyrimidinamine

시약·촉매·용매 1

HCID 2631-Butanol용매

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온도
90 °C

실험 절차

To a solution of 4-fluoro-6-methoxy-5-(trifluoromethyl)pyrimidine (N-2) (1.10 g, 5.61 mmol) in n-butanol (4 mL) in a pressure vessel, ammonium hydroxide (5 mL) is added and the resulting mixture is stirred at 90° C. for 1 h. The mixture is allowed to cool to RT, quenched with water, and extracted with ethyl acetate (100 mL×2). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the product 6-methoxy-5-(trifluoromethyl)pyrimidin-4-amine (N-3) as an off-white solid. The product is used directly in the next step without further purification.

후처리

  1. temperatureto cool to RT
  2. customquenched with water
  3. extractionextracted with ethyl acetate (100 mL×2)
  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-0b9966ce049b46f499fd2f92d908cadc
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181221B2

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