Acetic Anhydride → 2-(4-Acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-4H-1-benzopyran-4-one

HRID 1736108Notes

Reaction equation

HRID 1736108 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](OC(=O)C)(=[O:25])[CH3:24]>N1C=CC=CC=1>[C:23]([NH:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[O:11][C:6]3[C:5]([F:21])=[CH:4][C:3]([F:22])=[C:2]([NH2:1])[C:7]=3[C:8](=[O:20])[CH:9]=2)=[CH:13][C:14]=1[F:19])(=[O:25])[CH3:24]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 102671245-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-4H-1-benzopyran-4-one

Product 1

HCID 194349072-(4-Acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-4H-1-benzopyran-4-oneYield 96%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.66 g of Compound 26 was dissolved in 20 ml of pyridine, the solution was cooled on ice, 0.46 ml of acetic anhydride was added and the mixture was stirred at room temperature for 2.2 hours. Then, the reaction solution was added to 100 ml of ice water and the precipitated crystals were collected by filtration to give 1.82 g (96%) of Compound 27.

Workup

  1. additionwas added
  2. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-22fa2923f8ae45af9c05493653769b6f
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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