2-Amino-4,6-dichloropyrimidine → 2-Pyrimidinamine, 4-chloro-6-methoxy-

HRID 236522

반응식

HRID 236522 반응식
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[O:10]([CH3:12])[Na]>CO>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([O:10][CH3:12])[N:3]=1

참가 물질

4

반응물 2

HCID 655222-Amino-4,6-dichloropyrimidineHCID 178418582HCID 178418582, 화합물

생성물 1

HCID 798112-Pyrimidinamine, 4-chloro-6-methoxy-수율 58.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

16.4 g 2-amino-4,6-dichloropyrimidine (purchased from Aldrich Chemical Co., Milwaukee, WI 53201) was added to 200 ml of CH3OH. The mixture was cooled to 10° with an ice bath and 5.4 g of NaOCH3 was added in portions while maintaining the temperature. The reaction mixture was allowed to warm to ambient temperature and then heated to reflux for two hours. The reaction mixture was then allowed to cool to ambient temperature and it was stirred overnight. A yellow solid was filtered and recrystallized from butyl chloride. The resulting solid was chromatographed on a dry column of silica, and eluted with 40% EtOAc-hexane. The resulting yellow solid was further purified by recrystallization from butyl chloride. 9.4 g of product with m.p. 163°-166° was obtained.

후처리

  1. temperatureThe mixture was cooled to 10° with an ice bath
  2. temperaturewhile maintaining the temperature
  3. temperatureheated
  4. temperatureto reflux for two hours
  5. temperatureto cool to ambient temperature
  6. filtrationA yellow solid was filtered
  7. customrecrystallized from butyl chloride
  8. customThe resulting solid was chromatographed on a dry column of silica
  9. washeluted with 40% EtOAc-hexane
  10. customThe resulting yellow solid was further purified by recrystallization from butyl chloride

출처 및 근거

ORD 기록
ord-ee5ef647ba9145258b7fcb273b2f1c5e
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04645530

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