Lithium aluminum hydride → Imidazo[1,2-a]pyridine-7-methanol

Lithium tetrahydroaluminate (0.50 g, 13.2 mmol) was slowly added in small portions to an ice-cooled solution of ethyl imidazo[1,2-a]pyridine-7-carboxylate (2.20 g, 11.6 mmol) in THF (150 mL). The mixture was slowly warmed to II and stirred at rt overnight. The solution was cooled to 0° C. and quenched carefully with 1N aq. HCl (10 mL). Solid K2CO3 and anhydrous Na2SO4 were added and the mixture was stirred at rt for 30 min. The mixture was filtered and the filter cake was washed with THF. The filtrate was concentrated to yield the crude product as a solid (1.68 g, 80% purity) which was used for the next step without further purification.

1. temperatureThe solution was cooled to 0° C.
2. customquenched carefully with 1N aq. HCl (10 mL)
3. additionSolid K2CO3 and anhydrous Na2SO4 were added
4. stirringthe mixture was stirred at rt for 30 min
5. filtrationThe mixture was filtered
6. washthe filter cake was washed with THF
7. concentrationThe filtrate was concentrated

ORD record

ord-3e54eff079af463ea0455afee69e2958

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946439B2