Acetic Anhydride → 7-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-yl-methyl]-3-methyl-8-propyl-[1,2,4]triazolo[4,3-c]pyrimidine

Participants

Reaction Conditions

Reaction Steps

A suspension of 131 (620 mg, 0.7 mmol) and acetic anhydride (2 mL) is stirred at 110° C. for one hour. NaHCO3 (aq.) (10 mL) and dichloromethane (10 mL) are added. The organic layer is separated and the aqueous layer is extracted with dichloromethane (2×10 mL). The combined organic layers are dried (NaSO4) and solvent removed. The crude product is separated by PTLC (5% methanol in dichloromethane) to yield 186; LC-MS, M+1 352.18; 1H-NMR (CDCl3) δ: 8.59 (s, 1H), 8.42 (d, 1H), 7.54 (t, 1H), 7.23–7.35 (m, 2H), 7.21 (s, 1H), 5.77 (s, 2H), 2.98 (t, 2H), 2.78 (s, 3H), 1.62–1.74 (m, 2H), 0.97 (t, 3H).

Provenance & Evidence