Hydroxyamine hydrochloride → 3-[4-(3-Chlorophenyl)-1-ethyl-7-hydroxyiminomethyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoic acid

HRID 1582993노트

반응식

HRID 1582993 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[N:13][C:14]([CH:18]=O)=[CH:15][CH:16]=3)[N:11]([CH2:20][CH3:21])[C:10](=[O:22])[C:9]=2[CH2:23][CH2:24][C:25]([O:27]C)=[O:26])[CH:5]=[CH:6][CH:7]=1.Cl.[NH2:30][OH:31]>O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[N:13][C:14]([CH:18]=[N:30][OH:31])=[CH:15][CH:16]=3)[N:11]([CH2:20][CH3:21])[C:10](=[O:22])[C:9]=2[CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 22716671Methyl 3-[4-(3-chlorophenyl)-1-ethyl-7-formyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoate

생성물 1

HCID 1363883733-[4-(3-Chlorophenyl)-1-ethyl-7-hydroxyiminomethyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoic acid수율 4.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a 33 ml methanol-pyridine (10:1) solution containing 1.50 g of methyl 3-[4-(3-chlorophenyl)-1-ethyl-7-formyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoate was added 300 mg of hydroxylamine hydrochloride under ice cooling. After stirring for 1 hour, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and then the solvent was evaporated. The resulting residue was treated in a similar manner to Example 2 to obtain 72 mg of 3-[4-(3-chlorophenyl)-1-ethyl-7-hydroxyiminomethyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]propanoic acid as colorless crystals.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. customthe solvent was evaporated
  4. additionThe resulting residue was treated in a similar manner to Example 2

출처 및 근거

ORD 기록
ord-dc28954378db4d30931e64f8d23da795
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06740662B1

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