Tin tetrachloride → HCID 85934579, compound

HRID 456672Notes

Reaction equation

HRID 456672 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[NH:12][C:13](C3C4C(=CC=C([N+]([O-])=O)C=4)NN=3)=[CH:14][CH:15]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1.[F:28][C:29]1[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:30]=1[C:31](Cl)=[O:32].[Sn](Cl)(Cl)(Cl)Cl>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[NH:12][C:13]([C:31](=[O:32])[C:30]3[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:29]=3[F:28])=[CH:14][CH:15]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24287Tin tetrachlorideHCID 5880812,4-Difluorobenzoyl chlorideHCID 135401118HCID 135401118, compound

Product 1

HCID 85934579HCID 85934579, compoundYield 11.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide (930 mg, 4.6 mmol) (Example 47) and 2,4-difluoro-benzoyl chloride (1.3 g, 7.4 mmol) in benzene (10 mL) at room temperature, was added a solution of tin (IV) chloride (1.5 mL). After stirring at room temperature for overnight and the usual work-up, the residue was purified on a silica gel column to give 180 mg of 5-(2,4-difluoro-benzoyl)-1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide.

Workup

  1. customthe usual work-up, the residue was purified on a silica gel column

Sources & evidence

ORD record
ord-b35f760a59cb4b2f82cfacc4fa39bddc
Source dataset
uspto-grants-2007_03
Patent number
US07186716B2

Reaction notes

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