Ammonia → 5-Chloro-2-cyclopropyl-6-(diethoxymethyl)-4-pyrimidinamine

HRID 907428노트

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HRID 907428 반응식
[NH3:1].Cl[C:3]1[C:8]([Cl:9])=[C:7]([CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])[N:6]=[C:5]([CH:17]2[CH2:19][CH2:18]2)[N:4]=1>C(O)C>[Cl:9][C:8]1[C:3]([NH2:1])=[N:4][C:5]([CH:17]2[CH2:19][CH2:18]2)=[N:6][C:7]=1[CH:10]([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 866281754,5-Dichloro-2-cyclopropyl-6-(diethoxymethyl)pyrimidine2회

생성물 1

HCID 177478745-Chloro-2-cyclopropyl-6-(diethoxymethyl)-4-pyrimidinamine수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
75 °C

실험 절차

Ethanol (190 mL) was saturated with ammonia. 4,5-Dichloro-2-cyclopropyl-6-(diethoxymethyl)pyrimidine (i.e. the product of Example 5) (25.2 g, 86.5 mmol) was added, and the mixture sealed in a pressure vessel (Parr Instrument Co., Moline, Ill.). The mixture was warmed to 75° C., and the pressure was maintained at 40 psi (276 kPa). After 8 h at this temperature and pressure the mixture was allowed to cool to room temperature. The solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (200 mL) and then filtered. The filtrate was evaporated under reduced pressure, and the residue was taken up in hexanes to crystallize the product as an off-white solid (19.97 g, 85% yield). The product recrystallized from hexanes had a melting point of 104.5-109.5° C.

후처리

  1. customthe mixture sealed in a pressure vessel (Parr Instrument Co., Moline, Ill.)
  2. temperaturethe pressure was maintained at 40 psi (276 kPa)
  3. temperatureto cool to room temperature
  4. customThe solvent was removed under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl acetate (200 mL)
  6. filtrationfiltered
  7. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b5db39fbe024451a9f5dbd795760fd1c
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08013155B2

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