2,6-Difluoro-3-methoxybenzeneboronic acid → 2-(2,6-Difluoro-3-methoxyphenyl)-3-fluoro-6-methylpyridine

HRID 1523511Notes

Reaction equation

HRID 1523511 reaction equation
Br[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.[F:10][C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[C:13]([F:19])[C:12]=1B(O)O>>[F:10][C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[C:13]([F:19])[C:12]=1[C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1

Participants

3

Reactant 2

HCID 27831312,6-Difluoro-3-methoxybenzeneboronic acidHCID 248203182-Bromo-3-fluoro-6-methylpyridine

Product 1

HCID 592264062-(2,6-Difluoro-3-methoxyphenyl)-3-fluoro-6-methylpyridineYield 60%

Procedure

Method 4 was followed using 2-bromo-3-fluoro-6-methylpyridine (1.0 equiv.) and 2,6-difluoro-3-methoxyphenylboronic acid (2.0 equiv.) to give 2-(2,6-difluoro-3-methoxyphenyl)-3-fluoro-6-methylpyridine in 60% yield. LC/MS=254.1 (M+H), Rt=0.85 min.

Sources & evidence

ORD record
ord-f2030a01240641f9afa989161803b669
Source dataset
uspto-grants-2015_07
Patent number
US09079889B2

Reaction notes

Loading…