Diisopropylethylamine → HCID 86670725, compound

Participants

Reaction Steps

To a solution of {(3,5-bis-trifluoromethyl-benzoyl)-[4-(2-chloro-phenyl)-pyridin-3-yl]-amino}-acetic acid (100 mg, 199 μmol) in DMF (2 mL) was added DIPEA (129 mg, 169 μL, 994 μmol), HATU (91.5 mg, 239 μmol) and methylamine hydrochloride (16.1 mg, 239 μmol). The reaction mixture was stirred at room temperature for 2 hours and then poured on 30 mL 10% aqueous NaHCO3 solution and 30 mL EtOAc. The layers were separated and the aqueous layer was extracted a second time with 30 mL EtOAc. The organic layers were washed with 30 mL brine, dried over MgSO4, filtered and concentrated under vacuum. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). Colorless solid (67 mg, 65%). MS (ESI): m/z=516.091 [M+H]+.

Provenance & Evidence