Triethylamine → HCID 59294488, compound

Participants

Reaction Steps

To a solution of 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-2-yloxy]-benzoic acid (38 mg, 0.079 mmol, 1.0 equiv) in dichloromethane (1.5 mL) was added HATU (38.8 mg, 0.10 mmol, 1.3 equiv; [CAS RN 148893-10-1]) and triethylamine (16 mg, 22 μL, 0.16 mmol, 2.0 equiv; [CAS RN 121-44-8]). After stirring the reaction mixture for 15 min, glycine methyl ester hydrochloride (12.8 mg, 0.10 mmol, 1.3 equiv; [CAS RN 5680-79-5]) was added and stirring continued at rt for 4 h. The crude reaction product was taken up in a sat. solution of NaHCO3 (50 mL) and extracted with dichloromethane (3×40 mL). The combined organic phases were dried over MgSO4 and the product purified by silica column chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of heptane/ethyl acetate to give 43 mg (99%) of the title compound as a light yellow viscous oil. MS (ISN): 555.3 [M+H]+.

Provenance & Evidence