Triethylamine → HCID 86634726, compound

Participants

Reaction Conditions

Reaction Steps

A 3 dram vial was charged with 3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoic acid (0.1 g, 0.3055 mmol), triethylamine (0.2129 mL, 1.527 mmol) and THF (2 mL), and the reaction mixture was cooled to 0° C. Ethyl carbonochloridate (0.03359 mL, 0.3513 mmol) was added and the reaction mixture was stirred at 0° C. for 30 minutes. 1-Ethylpiperazine (0.1164 mL, 0.9164 mmol) was added and the reaction mixture was warmed to room temperature and stirred for 1 hour, and then 2N NaOH was added. The reaction mixture was extracted with ethyl acetate, dried over magnesium sulfate, filtered and concentrated. The residue was purified using prepacked silica gel column with 5% methanol in DCM as eluent to afford the desired product (0.085 g, 56.05% yield) as off white solid. Mass spectrum (esi) m/z=424 (100) (M+H-2HCl).

Provenance & Evidence