Dichloromethane → HCID 68278176, compound

Participants

Reaction Conditions

Reaction Steps

Intermediate 135 (200 mg, 0.58 mmol), EDC.HCl (167 mg, 0.87 mmol), HONB (156 mg, 0.87 mmol), N-methyl-1,2-phenylenediamine (177 mg, 1.45 mmol) and DIPEA (144 mL, 0.87 mmol) were dissolved in DCM (4 mL) and stirred at 45° C. in a sealed tube overnight. The reaction mixture was diluted with DCM (20 mL), washed with sat aq NaHCO3 (25 mL), brine (25 mL) and concentrated in vacuo. The residue was purified by column chromatography, dissolved in acetic acid (2 mL) and heated using a microwave (150° C., absorption high) for 30 min. The solvents were removed in vacuo and the residue dissolved in DCM (25 mL), washed with sat aq NaHCO3 (25 mL), brine (25 mL) and concentrated in vacuo. The product was purified by reverse phase HPLC to give the title compound (44.3 mg, 18%) as a colourless gum. HRMS (ESI+) calculated for C26H36N6; 433.30742. found 433.30667. HPLC: Rf 3.66 min, 100% purity.

Provenance & Evidence