4-Methoxybenzenesulfonyl chloride → Ethyl 1-[(4-methoxyphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxylate

HRID 554167Notes

Reaction equation

HRID 554167 reaction equation
[C:1]1([C:7]2[NH:11][CH:10]=[C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1>>[CH3:19][O:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([N:11]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:8][C:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10]2)(=[O:29])=[O:28])=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 24758Sodium hydrideHCID 10242379Ethyl 5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 66924572Ethyl 1-[(4-methoxyphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxylateYield 97%

Procedure

Using ethyl 5-phenyl-1H-pyrrole-3-carboxylate (250 mg), sodium hydride (60% in oil, 60 mg) and 4-methoxybenzenesulfonyl chloride (264 mg), a procedure as in Reference Example 4 was performed to give the title compound as a colorless oil (yield 433 mg, 97%).

Sources & evidence

ORD record
ord-4d3444cbd9c44aa1ad722242f4b3ac6a
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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