Oxalyl chloride → HCID 66678401, compound

Participants

Reaction Steps

Oxalyl chloride (190 mg, 1.50 mmol) was added to a suspension of Intermediate 3 (143 mg, 0.50 mmol) and DMF (catalytic amount) in anhydrous DCM (2 mL) and the resulting mixture was stirred at RT for 1 hour. After evaporation to dryness, the residue was taken up in anhydrous THF (2 mL) and added into a solution of Intermediate 42 (108 mg, 0.50 mmol) and DIEA (193 mg, 1.50 mmol) in anhydrous THF (1 mL). The resulting mixture was heated at 150° C. for 30 minutes under microwave irradiation. It was then filtered through a SPE-NH2 column, which was further washed with THF. After evaporation, the residue was purified by flash chromatography (silica, cHex/EtOAc), affording the title product as an off-white solid. LC/MS (Method B): 451.2 (M+H)+. HPLC (Method A) Rt 6.0 min (Purity: 89.6%).

Provenance & Evidence