4-Chlorophenylboronic acid → 6-Bromo-3-(4-chlorophenyl)imidazo[1,2-a]pyridine

HRID 629263Notes

Reaction equation

HRID 629263 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.[Cl:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:16]3[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=3)=[CH:9][N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 220316326-Bromo-3-iodoimidazo(1,2-a)pyridine

Product 1

HCID 898267166-Bromo-3-(4-chlorophenyl)imidazo[1,2-a]pyridine

Procedure

The title compound, light yellow solid (0.28 g, 42%), MS (ISP) m/z=307.3 [(M+H)+], mp 157° 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-chloro-phenylboronic acid (0.34 g, 2.17 mmol).

Sources & evidence

ORD record
ord-5d3491c555bf4797b0fbc54bcd67e821
Source dataset
uspto-grants-2016_04
Patent number
US09315502B2

Reaction notes

Loading…