Diisopropylethylamine → 3-Methoxy-4-[3-(5-methyl-pyrazin-2-yl)-ureido]-N-(2-pyridin-2-yl-ethyl)-benzamide

Participants

Reaction Steps

To a stirred solution of 3-methoxy-4-[3-(5-methyl-pyrazin-2-yl)ureido]-benzoic acid (30 mg, 0.1 mmol) in 1 mL NMP at RT in a capped reaction vial was added HBTU (42 mg, 0.11 mmol). The suspension was stirred for 15 minutes and then treated with 2-ethylaminopyridine (13.2 μL, 0.11 mmol) followed by Hunigs Base (35 μL, 0.2 mmol). After stirring overnight, NMP was removed by bulb to bulb transfer at 70° C. under high vacuum and the residue stirred with a mixture of CH2Cl2 (10 mL) and 10% Na2CO3 (10 mL) until complete dissolution occurred. The organics were isolated, dried (MgSO4), filtered and concentrated. The residue was triturated with EtOAc to produce a solid which was isolated by filtration (71% yield).

Provenance & Evidence