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

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

Reactant 2

HCID 27831312,6-Difluoro-3-methoxybenzeneboronic acid

HCID 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-9f3a35bc63be4c9890bd73c88f640f4f
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592455B2

Reaction notes

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