4-Fluorobenzenesulfonyl chloride → HCID 66924750, compound

HRID 554170Notes

Reaction equation

HRID 554170 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[H-].[Na+].[F:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[F:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([N:3]2[C:4]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:5][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:2]2[CH3:1])(=[O:29])=[O:28])=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 24758Sodium hydrideHCID 12258777Ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924750HCID 66924750, compoundYield 32%

Procedure

Using ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate (500 mg), sodium hydride (60% in oil, 175 mg) and 4-fluorobenzenesulfonyl chloride (848 mg), a procedure as in Reference Example 4 was performed to give the title compound as a brown oil (yield 270 mg, 32%).

Sources & evidence

ORD record
ord-b1b1e29c993b44a49964ff0aeab514a9
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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