(3-Methylpyridin-4-yl)boronic acid → N-Methyl-N-(3'-methyl-[4,4']bipyridinyl-3-yl)-3,5-bis-trifluoromethyl-benzamide

HRID 878009Notes

Reaction equation

HRID 878009 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]([CH3:25])[C:9](=[O:24])[C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=1.[CH3:26][C:27]1[CH:28]=[N:29][CH:30]=[CH:31][C:32]=1B(O)O>CN(C=O)C>[CH3:25][N:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[C:32]1[CH:31]=[CH:30][N:29]=[CH:28][C:27]=1[CH3:26])[C:9](=[O:24])[C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=1

Participants

4

Reactant 2

HCID 44754762(3-Methylpyridin-4-yl)boronic acidHCID 86670692N-(4-bromo-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

Product 1

HCID 60197299N-Methyl-N-(3'-methyl-[4,4']bipyridinyl-3-yl)-3,5-bis-trifluoromethyl-benzamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared in analogy to example 25, from N-(4-bromo-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide (example 25, intermediate a) and 3-methylpyridine-4-boronic acid (CAS RN 894808-72-1) and using DMF as solvent for the reaction. Colorless solid (13%). MS (ESI): m/z=440.2 [M+H]+.

Workup

  1. customfor the reaction

Sources & evidence

ORD record
ord-5a3b2bf99c564ef794f9cde4fb6c783f
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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