Valeryl chloride → 2-Butyl-1-(3-(tert-butyldimethylsilyloxy)propyl)-1H-imidazo[4,5-c]quinoline

Participants

Reaction Steps

Pentanoyl chloride (3.7 mL) was added dropwise to a stirred solution of the product from step (iii) (10 g) and TEA (5 mL) in NMP (110 mL) at rt under nitrogen. The mixture was stirred at rt for 2 h then heated to 100° C. for 6 h. After cooling, the reaction mixture was partitioned between diethyl ether/water, the organics were separated, washed with water, dried, and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 50-70% EtOAc/isohexane, yield 6.58 g.

Provenance & Evidence