2-Chloropyridine-5-boronic acid → HCID 86670606, compound

HRID 401458Notes

Reaction equation

HRID 401458 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.[Cl:13][C:14]1[N:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1>>[Cl: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][CH:15]=1

Participants

3

Reactant 2

HCID 38450342-Chloropyridine-5-boronic acidHCID 213456766-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde2×

Product 1

HCID 86670606HCID 86670606, compoundYield 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-chloropyridin-3-ylboronic acid. Yield: 44%; 1H NMR (DMSO-d6; 300 MHz): δ 10.02 (s, 1H), 9.76 (s, 1H), 8.68 (s, 1H), 8.40 (s, 1H), 7.93 (bs, 2H), 7.79 (d, 1H, J=9 Hz), 7.52 (d, 1H, J=8.1 Hz); MS: m/z 258(M+1)+.

Sources & evidence

ORD record
ord-22a919d11d70493a8efde0729d6a5e1c
Source dataset
uspto-grants-2014_06
Patent number
US08741932B2

Reaction notes

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