Water → HCID 19435004, compound

HRID 1736200Notes

Reaction equation

HRID 1736200 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([F:32])[C:5]2[O:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[C:13]([F:24])[CH:12]=3)=[CH:8][C:7](=[O:25])[C:6]=2[C:26]=1[NH:27][CH2:28][CH2:29][CH2:30][OH:31].[CH3:33][S:34](Cl)(=[O:36])=[O:35].O>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([F:32])[C:5]2[O:10][C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[C:13]([F:24])[CH:12]=3)=[CH:8][C:7](=[O:25])[C:6]=2[C:26]=1[NH:27][CH2:28][CH2:29][CH2:30][O:31][S:34]([CH3:33])(=[O:36])=[O:35]

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 19434950HCID 19434950, compound

Product 1

HCID 19435004HCID 19435004, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.98 g (6.65 mmol) of the above 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-hydroxypropylamino)-4H-1-benzopyran-4-one was dissolved in 100 mL of pyridine, 1.1 mL (14 mmol) of methanesulfonyl chloride was added under ice-cooling and the mixture was stirred for 50 minutes. Water was added to the reaction solution and the precipitated crystals were collected by filtration to give 3.46 g of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-methanesulfonyloxypropylamino)-4H-1-benzopyran-4-one (yield: 99%).

Workup

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

Sources & evidence

ORD record
ord-7aa15b8a4bc04ad798c5290603f42ac8
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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