Sodium Bicarbonate → HCID 18433466, compound

Participants

Reaction Steps

To a solution of 5-(tert-butyldimethylsilyloxymethyl)-1-[1-(4-cyano-3-fluorophenyl)ethyl]imidazole, as described above in Step E, (101 mg, 0.281 mmol) in THF (2 mL) was added tetrabutylammonium fluoride (0.309 mL of a 1.0 M solution in THF, 0.309 mmol) dropwise. The reaction mixture was stirred for 1 hour, then poured into saturated aqueous NaHCO3 (20 mL) and extracted with CH2Cl2 (3×20 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography, eluting with a gradient of CH2Cl2—0% to 10% MeOH, to yield the desired product as a pale solid.

Provenance & Evidence