4-Methylmorpholine → HCID 86603133, compound

Participants

Reaction Steps

121 mg (1.2 mmol) of N-methyl morpholine and then 227 mg (0.6 mmol) of HBTU were added to 78 mg (0.40 mmol) of 5-chloro-1H-indol-7-carboxylic acid and 142 mg (0.48 mmol) of [2-(4-fluoro-phenyl)-ethyl]-(4-trifluoromethyl-benzyl)-amine dissolved in 4 ml DMF at rt under nitrogen. The reaction mixture was stirred at rt over night. Water was added and the reaction mixture was extracted twice with EtOAc. The combined organic layers were washed once with 1N aqueous HCl solution, once with saturated aqueous NaHCO3 solution and once with saturated aqueous NaCl. Solution, dried over sodium sulfate, filtered and the solvent was evaporated. The residue was purified by column chromatography (20 g silica gel; heptane/EtOAc 7:3) to yield 178 mg (94%) product as a yellow viscous oil. MS (ISP) 475.1 (M+H)+.

Provenance & Evidence