4-(Trifluoromethyl)phenylboronic acid → 8-Fluoro-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

HRID 558634Notes

Reaction equation

HRID 558634 reaction equation
Br[C:2]1[CH:3]=[C:4]([F:11])[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[F:12][C:13]([F:24])([F:23])[C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1>>[F:11][C:4]1[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=[C:2]([C:17]2[CH:18]=[CH:19][C:14]([C:13]([F:24])([F:23])[F:12])=[CH:15][CH:16]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 220319336-Bromo-8-fluoroimidazo[1,2-a]pyridine

Product 1

HCID 670001198-Fluoro-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridineYield 100%

Procedure

Prepared from 6-bromo-8-fluoro-imidazo[1,2-a]pyridine (example C.29 step 4) (1.5 g, 7 mmol) and commercially available 4-trifluoromethylphenylboronic acid (1.46 g, 7.7 mmol) as described in example C.20 step 2. Obtained the title compound as a light brown solid (1.95 g, 100%). MS (ISP) 281.1 [(M+H)+].

Sources & evidence

ORD record
ord-0c015ca674a94e29828b99935747dbaa
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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