Water → 5-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-4H-1-benzopyran-4-one

HRID 1736135Notes

Reaction equation

HRID 1736135 reaction equation
[NH2:1][C:2]1[C:7]2[C:8](=[O:20])[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([F:19])[CH:13]=3)[O:11][C:6]=2[C:5]([F:21])=[CH:4][C:3]=1[F:22].[C:23](Cl)(=[O:28])[C:24]([CH3:27])([CH3:26])[CH3:25].O>N1C=CC=CC=1>[NH2:1][C:2]1[C:7]2[C:8](=[O:20])[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([NH:18][C:23](=[O:28])[C:24]([CH3:27])([CH3:26])[CH3:25])=[C:14]([F:19])[CH:13]=3)[O:11][C:6]=2[C:5]([F:21])=[CH:4][C:3]=1[F:22]

Participants

5

Reactant 3

HCID 962WaterHCID 62493Pivaloyl chlorideHCID 102671245-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one

Product 1

HCID 194349345-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-4H-1-benzopyran-4-oneYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5.00 g (16.3 mmol) of Compound 26 obtained in Example 26 was dissolved in 50 ml of pyridine, 2.2 ml of pivaloyl chloride was added under ice-cooling and the mixture was stirred at room temperature for 1.5 hours. Water was added to the reaction solution and the precipitated crystals were collected by filtration to give 6.35 g (100%) of 5-amino-6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-4H-1-benzopyran-4-one.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-9b5a8896d01b4d468fd1fdb26328c119
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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