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

HRID 1582993ノート

反応式

HRID 1582993 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dc28954378db4d30931e64f8d23da795
出典データセット
uspto-grants-2004_05
特許番号
US06740662B1

反応ノート

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