Water → 3-Morpholino-5-nitropyridin-4-amine

HRID 62094노트

반응식

HRID 62094 반응식
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[NH2:8].CCOC(C)=O.O.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[O:22]1[CH2:23][CH2:24][N:19]([C:2]2[CH:3]=[N:4][CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=2[NH2:8])[CH2:20][CH2:21]1

참가 물질

5

반응물 4

HCID 962WaterHCID 8083MorpholineHCID 8857Ethyl AcetateHCID 49975884-Amino-3-bromo-5-nitropyridine

생성물 1

HCID 583779133-Morpholino-5-nitropyridin-4-amine

실험 절차

A solution of 3-bromo-5-nitropyridin-4-amine (XLVI) (1 eq.), in neat morpholine in a sealed tube was heated at 120-140° C. overnight. The solution was poured into a mixture of EtOAc and water. The organic layer was separated. The aqueous layer was extracted with EtOAc. The combined organic layers was washed with brine, dried over MgSO4 and concentrated to get a residue. The crude product was purified on a silica gel column eluting with chloroform:MeOH gradient. The fractions containing product were mixed and concentrated under vacuum. The residue was triturated with hexane to give 3-morpholino-5-nitropyridin-4-amine (LIII).

후처리

  1. customThe organic layer was separated
  2. extractionThe aqueous layer was extracted with EtOAc
  3. washThe combined organic layers was washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customto get a residue
  7. customThe crude product was purified on a silica gel column
  8. washeluting with chloroform
  9. additionThe fractions containing product
  10. additionwere mixed
  11. concentrationconcentrated under vacuum
  12. customThe residue was triturated with hexane

출처 및 근거

ORD 기록
ord-d3f09ec922d44d3e840c4a612f107261
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446035B2

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