(6-Fluoro-5-methylpyridin-3-yl)boronic acid → 6-(6-Fluoro-5-methylpyridin-3-yl) imidazo[1,2-a]pyridine-3-carbaldehyde

HRID 401457Notes

Reaction equation

HRID 401457 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH:11]=[O:12])=[CH:9][N:10]=2)[CH:7]=1.[F:13][C:14]1[N:19]=[CH:18][C:17](B(O)O)=[CH:16][C:15]=1[CH3:23]>>[F:13][C:14]1[N:19]=[CH:18][C:17]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([C:8]([CH:11]=[O:12])=[CH:9][N:10]=3)[CH:7]=2)=[CH:16][C:15]=1[CH3:23]

Participants

3

Reactant 2

HCID 17750247(6-Fluoro-5-methylpyridin-3-yl)boronic acidHCID 213456766-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde2×

Product 1

HCID 866706056-(6-Fluoro-5-methylpyridin-3-yl) imidazo[1,2-a]pyridine-3-carbaldehydeYield 44%

Procedure

The title compound was prepared by following the procedure as described for Intermediate 1 using 6-bromoimidazo[1,2-a]pyridine-3-carbaldehyde and 6-fluoro-5-methylpyridin-3-ylboronic acid. Yield: 44%; 1H NMR (DMSO-d6; 300 MHz): δ10.0 (s, 1H), 9.59 (s, 1H), 8.58-8.00 (m, 5H), 2.24 (s, 3H), MS: m/z 256(M+1)+.

Sources & evidence

ORD record
ord-a85e0c38be014b8b947e50ae0e69dff4
Source dataset
uspto-grants-2014_06
Patent number
US08741932B2

Reaction notes

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