Sodium Hydroxide → 5-Amino-1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

HRID 561134노트

반응식

HRID 561134 반응식
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:28])[C:5]([C:23]([O:25]CC)=[O:24])=[CH:6][N:7]2[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[OH-].[Na+]>CCO>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([F:13])[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:28])[C:5]([C:23]([OH:25])=[O:24])=[CH:6][N:7]2[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59002850Ethyl 5-amino-1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylate

생성물 1

HCID 590029055-Amino-1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid수율 85.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of ethyl 5-amino-1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylate (601 mg, 1.55 mmol) and 1M aq. NaOH (4.5 mL) in EtOH (10 mL) was stirred at 50° C. for 1 h. The solvent was removed and the residue was dissolved in water. The solution was acidified to pH 7 with 2M HCl and the resulting precipitate was removed by filtration, washed with water, EtOH and dried to yield 5-amino-1-benzyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (480 mg, 85%) as a pale yellow solid.

후처리

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in water
  3. customthe resulting precipitate was removed by filtration
  4. washwashed with water, EtOH
  5. customdried

출처 및 근거

ORD 기록
ord-6ceff0949bf34d75b9c88b3d9ba03d26
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063221B2

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