Hexane → HCID 22048483, compound

Participants

Reaction Conditions

Reaction Steps

BuLi 1.6 M in hexane (0.0111 mol) was added dropwise at −70° C. under N2 flow to a mixture of thiazole (0.0111 mol) in diethyl ether (30 ml). The mixture was stirred at −70° C. for 1 hour. A mixture of intermediate (9) (0.0074 mol) in THF (30 ml) was added dropwise. The mixture was stirred at −70° C. for 1 hour, hydrolyzed and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness. The residue (4 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 97/3/0.1; 15–40 μm). The pure fractions were collected and the solvent was evaporated, yielding 3.1 g (91.1%) of 4-(3-chlorophenyl)-2-methoxy-α-(1-methyl-1H-imidazol-5-yl)-α-(2-thiazolyl)-6-quinolinemethanol (intermediate 10).

Provenance & Evidence