2-Methoxy-6-methylpyridine-3-boronic acid → N-(2-Methoxy-6-methyl-[3,4']bipyridinyl-3'-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

HRID 878025Notes

Reaction equation

HRID 878025 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][O:27][C:28]1[C:33](B(O)O)=[CH:32][CH:31]=[C:30]([CH3:37])[N:29]=1>CN(C=O)C>[CH3:26][O:27][C:28]1[C:33]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N:8]([CH3:25])[C:9](=[O:24])[C:10]2[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]=2)=[CH:32][CH:31]=[C:30]([CH3:37])[N:29]=1

Participants

4

Reactant 2

HCID 27631212-Methoxy-6-methylpyridine-3-boronic acidHCID 86670692N-(4-bromo-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide

Product 1

HCID 60196809N-(2-Methoxy-6-methyl-[3,4']bipyridinyl-3'-yl)-N-methyl-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 2-methoxy-6-methylpyridine-3-boronic acid (CAS RN 1000802-75-4) and using DMF as reaction solvent. Off-white solid (42%). MS (ESI): m/z=469.8 [M+H]+.

Workup

  1. customas reaction solvent

Sources & evidence

ORD record
ord-e88e95f73c4c44659b64f7e2948868ba
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…