Potassium Bromide → Imidazo[1,2-a]pyridin-8-ylmethanol

HRID 1951319Notes

Reaction equation

HRID 1951319 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[C:6]([C:10](OCC)=[O:11])[C:5]=12.[K+].[Br-]>>[OH:11][CH2:10][C:6]1[C:5]2[N:4]([CH:3]=[CH:2][N:1]=2)[CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 253877Potassium BromideHCID 10867135Ethyl imidazo[1,2-a]pyridine-8-carboxylate

Product 1

HCID 11029987Imidazo[1,2-a]pyridin-8-ylmethanol

Procedure

From 2a (yield: 82%); mp 177-479° C.; IR (KBr) 1505, 1300, 1140, 1015, 780, 735 cm−1; 1H NMR (400 MHz, CDCl3) δ 4.99 (s, 2H), 5.65 (s, 1H), 6.78 (t, 1H, J=6.5 Hz), 7.17 (d, 1H, J=6.5 Hz), 7.27 (s, 1H), 7.59 (s, 1H), 8.08 (d, 1H, J=6.5 Hz); 13C NMR (100 MHz, CDCl3) δ 58.5, 112.5, 112.7, 121.6, 125.0, 130.0, 132.7, 144.4.

Sources & evidence

ORD record
ord-98c5176fe37f42c0ad0d59fec695085f
Source dataset
uspto-grants-2013_03
Patent number
US08404707B2

Reaction notes

Loading…