3,5-Bis(trifluoromethyl)benzoyl chloride → N-(4-iodopyridin-3-yl)-N-methyl-3,5-bis(trifluoromethyl)benzamide

HRID 878092Notes

Reaction equation

HRID 878092 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][CH3:9].[F:10][C:11]([F:26])([F:25])[C:12]1[CH:13]=[C:14]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[C:15](Cl)=[O:16]>CCCCCCC.CCOC(C)=O>[I:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]([CH3:9])[C:15](=[O:16])[C:14]1[CH:13]=[C:12]([C:11]([F:26])([F:25])[F:10])[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=1

Participants

4

Reactant 2

HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 706632374-iodo-N-methylpyridin-3-amine

Product 1

HCID 86670697N-(4-iodopyridin-3-yl)-N-methyl-3,5-bis(trifluoromethyl)benzamide

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to example 72, intermediate, from (4-iodo-pyridin-3-yl)-methyl-amine and 3,5-bis(trifluoromethyl)benzoyl chloride (CAS RN 1271-19-8) and using a gradient of n-heptane:EtOAc (100:0 to 40:60) for the chromatographic purification. Light yellow solid (18%). MS (ESI): m/z=474.9738 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-7950ce21ee74475d86616ce5a81e0642
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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