Methanol → Methyl 2-(6-aminopyridin-3-yl)-2-methylpropanoate

HRID 1602993노트

반응식

HRID 1602993 반응식
Cl.[NH2:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([CH3:14])([CH3:13])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1.OS(O)(=O)=O.[CH3:20]O>>[NH2:2][C:3]1[N:8]=[CH:7][C:6]([C:9]([CH3:14])([CH3:13])[C:10]([O:12][CH3:20])=[O:11])=[CH:5][CH:4]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 671308492-(6-Aminopyridin-3-yl)-2-methylpropanoic acid hydrochloride

생성물 1

HCID 21998700Methyl 2-(6-aminopyridin-3-yl)-2-methylpropanoate

실험 절차

A solution of 2-(6-aminopyridin-3-yl)-2-methylpropanoic acid hydrochloride (35.0 g, 0.162 mmol) and concentrated H2SO4 (5 mL) in MeOH (250 mL) was heated at reflux overnight. After cooling to ambient temperature, the reaction was quenched cautiously with saturated aqueous NaHCO3 and concentrated in vacuo. The residue was partitioned between ethyl acetate and water, the organic phase separated and the aqueous phase re-extracted with ethyl acetate (×3). The combined organic extract was washed with brine, dried (MgSO4) and concentrated in vacuo. The residue (31.6 g, 100%) was judged pure by a combination of TLC and 1H nmr analysis and was used without further purification in the subsequent reaction.

후처리

  1. temperatureat reflux overnight
  2. customthe reaction was quenched cautiously with saturated aqueous NaHCO3
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between ethyl acetate and water
  5. customthe organic phase separated
  6. extractionthe aqueous phase re-extracted with ethyl acetate (×3)
  7. extractionThe combined organic extract
  8. washwas washed with brine
  9. dry with materialdried (MgSO4)
  10. concentrationconcentrated in vacuo
  11. customwas used without further purification in the subsequent reaction

출처 및 근거

ORD 기록
ord-f3b7f4a8b5484f1fbc447597a5654597
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05985892

반응 노트

불러오는 중…