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

HRID 1478544ノート

反応式

HRID 1478544 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-694ea72fbd5f43c897a56e5802dd7760
出典データセット
uspto-grants-2016_08
特許番号
US09403845B2

反応ノート

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