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

HRID 629271Notes

Reaction equation

HRID 629271 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.[CH3:12][S:13]([C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1)(=[O:15])=[O:14]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:19]3[CH:20]=[CH:21][C:16]([S:13]([CH3:12])(=[O:15])=[O:14])=[CH:17][CH:18]=3)=[CH:9][N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 220316326-Bromo-3-iodoimidazo(1,2-a)pyridine

Product 1

HCID 901892426-Bromo-3-(4-methanesulfonyl-phenyl)-imidazo[1,2-a]pyridine

Procedure

The title compound, brown solid (0.53 g, 69%), MS (ISP) m/z=353.4 [(M+H)+], mp 194° 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-methanesulfonyl-phenylboronic acid (0.48 g, 2.38 mmol).

Sources & evidence

ORD record
ord-f2cd2c9e0ed84b479ce0291987f6e834
Source dataset
uspto-grants-2016_04
Patent number
US09315502B2

Reaction notes

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