Hydroxyacetonitrile → HCID 68891830, compound

Participants

Reaction Conditions

Reaction Steps

Glycolonitrile (0.013 mmol, 0.1 mL) was added to a solution of tert-butyl 3-(4-(3-(3-cyano-4-fluorophenyl)-1,3,4-thiadiazol-5-yl)-3-methylphenyl)propanoate (0.012 mmol, 0.005 g, from Step B) in THF (1 mL). Sodium hydride (95%, 5 mg) was added to the reaction mixture which was heated at 75° C. for 16 h. The reaction was diluted with EtOAc (20 mL) and washed with water (20 mL). The organics were dried over magnesium sulfate, filtered and concentrated in vacuo. Silica gel chromatography eluting with 25% EtOAc/hexanes yielded the title compound: ESI-MS (m/z) 461.2; HPLC A: 3.94 min.

Provenance & Evidence