Water → 6-bromo-4-(ethoxyamino)-1H-1,5-naphthyridin-2-one

HRID 1478544노트

반응식

HRID 1478544 반응식
[CH2:1]([O:3][NH2:4])[CH3:2].Cl.[Br:6][C:7]1[N:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH:11]=[C:10]2O.O.C(OCC)(=O)C>N1C=CC=CC=1>[Br:6][C:7]1[N:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH:11]=[C:10]2[NH:4][O:3][CH2:1][CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 76850O-ethylhydroxylamine hydrochlorideHCID 900429756-Bromo-4-hydroxy-1,5-naphthyridin-2(1H)-one

생성물 1

HCID 900431286-bromo-4-(ethoxyamino)-1H-1,5-naphthyridin-2-one

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a suspension of EtONH2.HCl (1.05 g, 10.8 mmol) in pyridine (5 ml) was added 6-bromo-4-hydroxy-1H-1,5-naphthyridin-2-one (324 mg, 1.34 mmol) and stirring was continued for 17 h at 100° C. The mixture was allowed to cool to ambient temperature then water and ethyl acetate were added followed by separation of phases. The aqueous phase was extracted with ethyl acetate and the combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography eluting with ethyl acetate/MeOH, gradient, afforded 6-bromo-4-(ethoxyamino)-1H-1,5-naphthyridin-2-one.

후처리

  1. customfollowed by separation of phases
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. dry with materialthe combined organic phases were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography
  7. washeluting with ethyl acetate/MeOH, gradient

출처 및 근거

ORD 기록
ord-694ea72fbd5f43c897a56e5802dd7760
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403845B2

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