Chloroform → 1-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 1415935

반응식

HRID 1415935 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:21])=[C:17]([Cl:20])[N:18]=3)[C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]2)[C:5]([F:9])=[CH:6][C:7]=1[F:8].CN(C)C=O.[C:31](O[C:40](=[O:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)(=O)[C:32]1C=CC=C[CH:33]=1.C(Cl)(Cl)Cl>O>[CH:32]([O:22][CH:13]([CH3:12])[CH3:14])([CH3:33])[CH3:31].[C:40]([NH:1][C:2]1[CH:3]=[C:4]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:21])=[C:17]([Cl:20])[N:18]=3)[C:13](=[O:22])[C:12]([C:23]([OH:25])=[O:24])=[CH:11]2)[C:5]([F:9])=[CH:6][C:7]=1[F:8])(=[O:47])[C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1

참가 물질

7

반응물 4

HCID 6212ChloroformHCID 6228DimethylformamideHCID 7167Benzoic anhydrideHCID 110899701-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

생성물 2

HCID 7914Diisopropyl EtherHCID 543949181-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid수율 92.6%

시약·촉매·용매 1

HCID 962Water용매

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온도
100 °C

실험 절차

1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (310 mg) was added to 920 mg of N,N-dimethylformamide together with 220 mg of benzoic anhydride, which was stirred at 70° C. for 2 hours and at 100° C. for 2.5 hours. The reaction solution was combined with 50 ml of chloroform and 150 ml of distilled water. The solution was separated, the chloroform layer was dried over anhydrous magnesium sulfate and concentrated in vacua. Ethanol (6 ml) was added to the residue, which was allowed to stand. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 184 mg of the title compound.

후처리

  1. customThe solution was separated
  2. dry with materialthe chloroform layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacua
  4. additionEthanol (6 ml) was added to the residue, which
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with ethanol

출처 및 근거

ORD 기록
ord-5903198be8b94c9f9f8299525f10c662
출처 데이터셋
uspto-grants-1999_06
특허 번호
US05910498

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