Triethylamine → 3-Benzyloxy-5-isopropoxy-N-(1-pyridine-2-ylmethyl-1H-pyrazole-3-yl)-benzamide

Participants

Reaction Conditions

Reaction Steps

1.4 3-Benzyloxy-5-isopropoxy-benzoic acid (0.86 mmol) is dissolved in thionyl chloride (1.6 ml) and heated to 70° C. for one hour. After cooling to RT, the solvent is removed in vacuo. The residue is dissolved in dichloromethane and triethylamine (1.5 eq.) and 1-pyridine-2-ylmethyl-1H-pyrazole-3-ylamine (1.2 eq.) are added. The reaction is stirred 16 hours at RT. 3-Benzyloxy-5-isopropoxy-N-(1-pyridine-2-ylmethyl-1H-pyrazole-3-yl)-benzamide is obtained after column chromatography (heptane/ethyl acetate) as a colorless powder in a yield of 43%; HPLC (Method B): 3.21 min; LC-MS: 2.285 min, 443.15 (M+H+);

Provenance & Evidence