Water → HCID 19434955, compound

HRID 1736180Notes

Reaction equation

HRID 1736180 reaction equation
[F:1][C:2]1[C:3]([CH3:33])=[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].[CH3:34][S:35](Cl)(=[O:37])=[O:36].O>N1C=CC=CC=1>[F:1][C:2]1[C:3]([CH3:33])=[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:35]([CH3:34])(=[O:37])=[O:36]

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 19434857HCID 19434857, compound

Product 1

HCID 19434955HCID 19434955, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3.96 g (8.57 mmol) of the above 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-hydroxypropylamino)-7-methyl-4H-1-benzopyran-4-one was dissolved in 100 mL of pyridine under ice-cooling, 1.3 mL (17 mmol) of methanesulfonyl chloride was added and the mixture was stirred at the same temperature for 1 hour. Water was added to the reaction solution and the precipitated crystals were collected by filtration to give 4.62 g of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-5-(3-methanesulfonyloxypropylamino)-7-methyl-4H-1-benzopyran-4-one (yield: 100%).

Workup

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

Sources & evidence

ORD record
ord-60005c207ec44002bb5ee72c832dc2c3
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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