4-Fluorobenzenesulfonyl chloride → 1-(4-fluorophenylsulfonyl)-5-(4-methoxyphenyl)-1H-pyrrole-3-carbaldehyde

HRID 554180Notes

Reaction equation

HRID 554180 reaction equation
COC1C=CC(C2NC=C(C(OCC)=O)C=2)=CC=1.FC1C=CC(S(Cl)(=O)=O)=CC=1.[F:30][C:31]1[CH:36]=[CH:35][C:34]([S:37]([N:40]2[C:44]([C:45]3[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][CH:46]=3)=[CH:43][C:42]([C:53](OCC)=[O:54])=[CH:41]2)(=[O:39])=[O:38])=[CH:33][CH:32]=1>>[F:30][C:31]1[CH:32]=[CH:33][C:34]([S:37]([N:40]2[C:44]([C:45]3[CH:50]=[CH:49][C:48]([O:51][CH3:52])=[CH:47][CH:46]=3)=[CH:43][C:42]([CH:53]=[O:54])=[CH:41]2)(=[O:39])=[O:38])=[CH:35][CH:36]=1

Participants

4

Reactant 3

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 66924599ethyl 5-(4-methoxyphenyl)-1H-pyrrole-3-carboxylateHCID 66924719ethyl 1-[(4-fluorophenyl)sulfonyl]-5-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate

Product 1

HCID 866207391-(4-fluorophenylsulfonyl)-5-(4-methoxyphenyl)-1H-pyrrole-3-carbaldehyde

Procedure

Using ethyl 5-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate and 4-fluorobenzenesulfonyl chloride, a procedure as in Reference Example 4 was performed to synthesize ethyl 1-[(4-fluorophenyl)sulfonyl]-5-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate, and procedures as in Reference Examples 5 and 6 were sequentially performed to give the title compound as an oil.

Sources & evidence

ORD record
ord-3a24dc445d5d4e7a8289d38856880279
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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