6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde → HCID 86670609, compound

HRID 401461Notes

Reaction equation

HRID 401461 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]([F:25])([F:24])[C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[N:19][CH:20]=1>>[F:13][C:14]([F:25])([F:24])[C:15]1[CH:16]=[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:18]=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 213456766-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde2×HCID 45158900[5-(Trifluoromethyl)pyridin-3-yl]boronic acid

Product 1

HCID 86670609HCID 86670609, compoundYield 48%

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 5-(trifluoromethyl)pyridin-3-ylboronic acid. Yield: 48%; 1H NMR (DMSO-d6; 300 MHz): δ 10.04 (s, 1H), 9.71 (s, 1H), 9.27 (s, 1H), 9.07 (s, 1H), 8.62 (s, 2H), 8.16-8.19 (dd, 1H, J=1.8&9.3 Hz), 8.03-8.04 (d, 1H, J=9.3 Hz); MS: m/z 292 (M+1)+.

Sources & evidence

ORD record
ord-30ff643f570a46b5bcd3b6e14e83b14f
Source dataset
uspto-grants-2014_06
Patent number
US08741932B2

Reaction notes

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