Diisobutylaluminumhydride → HCID 119086485, compound

To a stirred solution of ethyl 6-iodo-3-methylimidazo[1,2-a]pyridine-2-carboxylate (2.0 g) in DCM (20 ml) was added diisobutylaluminum hydride (1.76 M solution in toluene, 7.72 ml) at −19° C. The resultant mixture was stirred at the same temperature for 3 h and then at room temperature for 4 h. The reaction mixture was then quenched with MeOH and water at −40° C. The reaction mixture was acidified with few drops of 5 M HCl and poured into saturated NaHCO3. The mixture was extracted with EtOAc, and the extract was washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude residue was purified by silica gel column chromatography (MeOH/DCM) to give the title compound (1.1 g) as a yellow solid.

1. customThe reaction mixture was then quenched with MeOH and water at −40° C
2. additionpoured into saturated NaHCO3
3. extractionThe mixture was extracted with EtOAc
4. washthe extract was washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThe crude residue was purified by silica gel column chromatography (MeOH/DCM)

ORD record

ord-a5bd06096f7f42e59233204102a19cfc

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09365540B2