2-Amino-3-bromo-5-methylpyrazine → 3-Methoxy-5-methyl-2-pyrazinamine

HRID 343367노트

반응식

HRID 343367 반응식
[NH2:1][C:2]1[C:7](Br)=[N:6][C:5]([CH3:9])=[CH:4][N:3]=1.[CH3:10][O-:11].[Na+]>CO>[NH2:1][C:2]1[C:7]([O:11][CH3:10])=[N:6][C:5]([CH3:9])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 98990432-Amino-3-bromo-5-methylpyrazineHCID 10942334Sodium Methoxide

생성물 1

HCID 107018943-Methoxy-5-methyl-2-pyrazinamine수율 75%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-Amino-3-bromo-5-methylpyrazine (0.374 g) was added to a freshly prepared solution of sodium methoxide in methanol (made by addition of sodium (0.115 g) to methanol (6 ml)). The reaction was heated under reflux for 18 hours, cooled to ambient temperature and the solvent removed by evaporation. Water (5 ml) was added to the residue and extracted with dichloromethane (3×20 ml). The combined organic extracts were dried (MgSO4) and the solvent removed by evaporation. The residue was purified by chromatography on silica gel, eluting with dichloromethane to give 2-amino-3-methoxy-5-methylpyrazine as a white crystalline solid (0.208 g, 75%), m.p. 67°-69° C.; mass spectrum (+ve CI): 140 (M+H)+.

후처리

  1. temperatureThe reaction was heated
  2. temperatureunder reflux for 18 hours
  3. customthe solvent removed by evaporation
  4. additionWater (5 ml) was added to the residue
  5. extractionextracted with dichloromethane (3×20 ml)
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. customthe solvent removed by evaporation
  8. customThe residue was purified by chromatography on silica gel
  9. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-cb964fb0305349d4bd397da6bf4028e8
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861401

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