Acetic Anhydride → 2-(4-acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one

HRID 1736171Notes

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

Participants

Conditions

Temperature: 50 °C

Procedure

2.68 g (8.38 mmol) of Compound 1 obtained in Example 80 (3) was dissolved in 30 mL of pyridine, 0.88 mL (9.2 mmol) of acetic anhydride was added under ice-cooling and the mixture was stirred at 50° C. for 18 hours. The reaction solution was poured into ice water and the precipitated crystals were collected by filtration to give 3.03 g of 2-(4-acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one (yield: 100%).

Workup

temperaturecooling
filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record: ord-a4b6677b688e4c0f8fefb01eb6871cb5
Source dataset: uspto-grants-1996_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05539112

Reaction notes

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