Oxalyl chloride → HCID 66678401, compound

Participants

Reaction Steps

Oxalyl chloride (190.39 mg; 1.50 mmol; 3 eq.) was added to a suspension of Intermediate 28 (143.64 mg; 0.50 mmol; 1 eq.) and DMF (cat.) in DCM (2 mL) and the resulting mixture was stirred at RT for 1 hour. After evaporation to dryness, the residue was taken up in THF (2 mL) and added to solution of Intermediate 52 (108.62 mg; 0.50 mmol; 1 eq.) and DIEA (193.87 mg; 1.50 mmol; 3 eq.) in THF (1 mL). The resulting mixture was heated to 150° C. for 30 minutes in the microwave. It was then filtered through a SPE-NH2 column, which was further washed with THF. After evaporation, the residue was purified by FC(C-Hex/EtOAc 9:1 until 5:5), affording the title product as a off-white solid. LC/MS (Method B): 451.2 (M+H)+. HPLC (Method A) Rt 6.0 min (Purity: 89.6%).

Provenance & Evidence