三氯甲烷 → 1-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 1415935

反应方程式

HRID 1415935 反应方程式
[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

参与物

7

反应物 4

HCID 6212三氯甲烷HCID 6228N,N-二甲基甲酰胺HCID 7167苯甲酸酐HCID 110899701-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

产物 2

HCID 7914异丙醚HCID 543949181-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid收率 92.6%

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
100 °C

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-5903198be8b94c9f9f8299525f10c662
来源数据集
uspto-grants-1999_06
专利号
US05910498

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