Acetic Acid → HCID 178478068, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(4-chlorobenzyl)-2-pyridin-4-yl-1,3-oxazole-4-carboxamide (0.130 g, 0.41 mmol) and 1,1-Dimethoxy-N,N-dimethylmethanamine (3.0 mL, 22 mmol) in Toluene (25 mL) was heated under argon at 40° C. overnight. The reaction mixture was then concentrated to an oily residue. Acetic acid (20 mL, 350 mmol) and Hydrazine (1.0 mL, 30 mmol) were added to the flask and the mixture was heated 60° C. for another 1 hour. The mixture was concentrated and the residue was purified by HPLC to afford 4-[5-(4-chlorobenzyl)-4-(4H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]pyridine (7 mg, 5. 2%). LCMS (FA) ES+338.0, 339.9. 1H NMR (400 MHz, MeOD) δ ppm 8.73-8.64 (m, 2H), 8.49-8.33 (m, 1H), 8.05-7.97 (m, 1H), 7.89-7.75 (m, 2H), 7.38 (d, J=7.16 Hz, 2H), 7.30 (d, J=6.64 Hz, 2H), 4.60 (s, 2H).

Provenance & Evidence