2-Methoxypyrimidine-5-boronic acid → HCID 86670608, compound

HRID 401460Notes

Reaction equation

HRID 401460 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.[CH3:13][O:14][C:15]1[N:20]=[CH:19][C:18](B(O)O)=[CH:17][N:16]=1>>[CH3:13][O:14][C:15]1[N:20]=[CH:19][C:18]([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:17][N:16]=1

Participants

3

Reactant 2

HCID 27367782-Methoxypyrimidine-5-boronic acidHCID 213456766-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde2×

Product 1

HCID 86670608HCID 86670608, compoundYield 55.55%

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 2-methoxypyrimidin-5-ylboronic acid. Yield: 55.55%; 1H NMR (DMSO-d6; 300 MHz): δ 10.01 (s, 1H), 9.62 (s, 1H), 9.00 (s, 2H), 8.59 (s, 1H), 8.04-8.05 (m, 2H), 3.99 (s, 3H); MS: m/z 254 (M+1)+.

Sources & evidence

ORD record
ord-4e09c5bedea04900bb58e82f595310ba
Source dataset
uspto-grants-2014_06
Patent number
US08741932B2

Reaction notes

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