Sodium Hydroxide → HCID 178420144, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of {[6-(2-phenyl-1,3-oxazol-5-yl)-2-naphthyl]oxy} acetonitrile (187 mg, 0.574 mmol), prepared in the previous step, sodium azide (113 mg, 1.74 mmol) and ammonium chloride (92.7 mg, 1.73 mmol) in 10 mL of DMF was stirred under nitrogen at 100° C. for 4.5 h. The reaction was diluted with 10 mL of water, made basic by the addition of 1 mL of 1 N NaOH and extracted five times with ethyl acetate. The aqueous layer was acidified by the addition of 1 N HCl. The solid that precipitated was collected by filtration, rinsed with water and dried under reduced pressure to give the title compound (145 mg, 65%) as an off-white solid, mp 239-241° C. Elemental Analysis for C21H15N5O2+0.44 H2O: Calc'd: C, 66.85; H, 4.24; N, 18.56. Found: C, 66.36; H, 4.34; N, 18.41.

Provenance & Evidence