Potassium Bromide → 3-Bromo-2-methylimidazo[1,2-a]pyridine-8-carboxaldehyde

HRID 1951336Notes

Reaction equation

[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([CH:10]=[O:11])=[CH:8][CH:7]=[CH:6][N:5]2[CH:12]=1.[K+].[Br-:14]>>[Br:14][C:12]1[N:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH:10]=[O:11])[C:4]2=[N:3][C:2]=1[CH3:1]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 13900241HCID 13900241, compound

Product 1

HCID 462060583-Bromo-2-methylimidazo[1,2-a]pyridine-8-carboxaldehyde

Procedure

From 4b (yield: 68%); mp 137-139° C.; IR (KBr) 1695, 1541 cm−1; 1H NMR (400 MHz, CDCl3) δ 2.55 (s, 3H), 7.08 (t, 1H, J=7 Hz), 7.87 (d, 1H, J=7 Hz), 8.30 (d, 1H, J=7 Hz), 10.72 (s, 1H); 13C NMR (100 MHz, CDCl3) δ 13.7, 94.6, 112.3, 123.3, 126.8, 128.4, 143.6, 143.7, 188.3; MS m/z 240 (M++2, 66), 238 (M+, 67), 212 (98), 210 (100), 131 (77), 104 (73), 78 (33), 51 (40).

Sources & evidence

ORD record: ord-8b0148ed1a364665bc05789e23ea643f
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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