Diisopropylethylamine → HCID 71533634, compound

Participants

Reaction Steps

To a solution of 6-(6-(2,6-diazaspiro[3.3]heptan-2-yl)pyrazin-2-yl)-1-methyl-3,4-dihydroquinolin-2(1H)-one 2,2,2-trifluoroacetate (intermediate A-36, 0.030 g, 0.067 mmol) in DCM (1 mL) were added 3-methoxyisoxazole-5-carboxylic acid (0.014 g, 0.1 mmol) and TBTU (0.024 g, 0.073 mmol) followed by Hünig's base (0.022 g, 0.167 mmol) and the reaction mixture was stirred at room temperature over night. The reaction mixture was diluted with EtOAc, poured into sat. NaHCO3 solution (5 mL) and extracted with EtOAc (2×10 mL). Combined organics were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.007 g, 20%) as a yellow solid. MS: 461.3 (M+H+).

Provenance & Evidence