Boronic Acid → 6-(2-(Trifluoromethyl)phenyl)picolinaldehyde

Reaction equation

B(O)O.Br[C:5]1[N:10]=[C:9]([CH:11]=[O:12])[CH:8]=[CH:7][CH:6]=1.[F:13][C:14]([F:25])([F:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1B(O)O>>[F:13][C:14]([F:25])([F:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:5]1[N:10]=[C:9]([CH:11]=[O:12])[CH:8]=[CH:7][CH:6]=1

Participants

Reactant 3

HCID 61668Boronic Acid

HCID 27343872-(Trifluoromethyl)benzeneboronic acid

HCID 27570096-Bromopyridine-2-carbaldehyde

Product 1

HCID 201846876-(2-(Trifluoromethyl)phenyl)picolinaldehyde

Procedure

6-(2-(trifluoromethyl)phenyl)picolinaldehyde was prepared using the general boronic acid coupling procedure for 6-bromopicolinaldehyde and (2-(trifluoromethyl)phenyl)boronic acid (43.5 mg, 135.1 mg theoretical, 32.2%). LC-MS m/z 252.2 (M+1).

Sources & evidence

ORD record: ord-9dcc7f1c99a04250adf59b174246daee
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901145B2

Reaction notes

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