2-Butanamine, 2-methyl- → 5-((4-(4-(3-(Cyclopropylmethyl)ureido)benzoyl)piperazin-1-yl)methyl)-N-tert-pentylthiophene-2-carboxamide

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Reaction Steps

5-((4-(4-(3-(Cyclopropylmethyl)ureido)benzoyl)piperazin-1-yl)methyl)-thiophene-2-carboxylic acid (100 mg, 0.226 mmol), N,N-diisopropylethylamine (99 mg, 0.127 mL, 0.452 mmol) and tert-pentylamine (39 mg, 0.452 mmol) were combined and stirred in dichloromethane. 1-Propanephosphonic acid cyclic anhydride (216 mg, 0.202 mL, 0.339 mmol, 50% solution in ethyl acetate) was added and the reaction stirred for 1 hour at room temperature. The reaction mixture was washed with saturated sodium bicarbonate solution, dried over sodium sulfate, concentrated under vacuum and purified by reverse phase acidic preparative HPLC to afford the title compound (5 mg). MS (ESI) m/z 512.8 [M+H]+

Provenance & Evidence