Pyridine → HCID 57962571, compound

Participants

Reaction Steps

To a mixture of 6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-amine dihydrochloride (30 mg, 0.07 mmol) and pyridine (18.9 μL, 0.234 mmol) in methylene chloride (0.4 mL) was added 20% phosgene in toluene (1:4, phosgene:toluene, 50.2 μL, 0.0950 mmol). The resulting mixture was stirred for 1 hour before adding tert-butyl (3R)-pyrrolidin-3-ylcarbamate (14.3 mg, 0.0767 mmol) and pyridine (13.0 μL, 0.161 mmol). The mixture was allowed to stir overnight. It was diluted with methanol and purified by preparative LCMS (pH 10) to give the desired product. LCMS calculated for C28H33ClN7O3 (M+H)+: m/z=550.2.

Provenance & Evidence