4-Fluoro-2-methylbenzenesulfonyl chloride → 1-[(4-Fluoro-2-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carbaldehyde

HRID 554174Notes

Reaction equation

HRID 554174 reaction equation
FC1C=CC(S(Cl)(=O)=O)=C(C)C=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([N:23]2[C:27]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:26][C:25]([C:34](OCC)=[O:35])=[CH:24]2)(=[O:22])=[O:21])=[C:16]([CH3:39])[CH:15]=1>>[F:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([N:23]2[C:27]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:26][C:25]([CH:34]=[O:35])=[CH:24]2)(=[O:21])=[O:22])=[C:16]([CH3:39])[CH:15]=1

Participants

3

Reactant 2

HCID 27786024-Fluoro-2-methylbenzenesulfonyl chlorideHCID 66924949ethyl 1-[(4-fluoro-2-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxylate

Product 1

HCID 866207381-[(4-Fluoro-2-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carbaldehyde

Procedure

Using 4-fluoro-2-methylbenzenesulfonyl chloride instead of tosyl chloride, a procedure as in Reference Example 4 was performed to synthesize ethyl 1-[(4-fluoro-2-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxylate, and procedures as in Reference Examples 5 and 6 were sequentially performed to give the title compound as a pale-yellow oil.

Sources & evidence

ORD record
ord-89edddae1ea64efb9d5f3c9ebc39dcdf
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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