1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 58188111, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of imidazo[1,2-a]pyridin-7-ylmethanol (80% purity, 1.68 g, 9.07 mmol) in toluene (40 mL) and CH2Cl2 (40 mL) at 0° C. was added diphenylphosphonic azide (3.5 mL, 16 mmol) followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (2.5 mL, 17 mmol). The mixture was stirred at 0° C. for 2 h and then at rt for 16 h. The reaction mixture was diluted with water (200 mL) and CH2Cl2 (200 mL). The organic layer was separated and washed with brine, dried (Mg2SO4), filtered, and concentrated. The residue was purified by silica gel column to afford the title compound as a colorless oil (1.5 g, 75% yield for two steps).

Provenance & Evidence