4-(Trifluoromethyl)phenylboronic acid → 6-Bromo-3-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

HRID 629269Notes

Reaction equation

HRID 629269 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](I)=[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>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:17]3[CH:18]=[CH:19][C:14]([C:13]([F:24])([F:23])[F:12])=[CH:15][CH:16]=3)=[CH:9][N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 220316326-Bromo-3-iodoimidazo(1,2-a)pyridine

Product 1

HCID 901898656-Bromo-3-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Procedure

The title compound, light brown solid (0.3 g, 40%), MS (ISP) m/z=341.4 [(M+H)+], mp 151° C., was prepared in accordance with the general method of intermediate E from commercially available 6-bromo-3-iodoimidazo[1,2-a]pyridine (0.7 g, 2.17 mmol) and commercially available 4-trifluoromethyl-phenylboronic acid (0.45 g, 2.38 mmol).

Sources & evidence

ORD record
ord-cae74930a4ae4a288f644743384831b1
Source dataset
uspto-grants-2016_04
Patent number
US09315502B2

Reaction notes

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