HCID 57467433, compound → HCID 178458317, compound

Participants

Reaction Steps

To a mixture of ethyl N-cyano-2-methyl-2-phenoxypropanimidoate (CI-1) (300 mg, 1.29 mmol) and 4-aminobicyclo[2.2.1]heptane-1-carboxamide (BA-7) (217 mg, 1.29 mmol) in ethanol (3 mL) was added 4-(dimethylamino)pyridine (47 mg, 0.387 mmol). The mixture was stirred at room temperature for 5 hours and then heated to 75° C. and stirred overnight. After concentration, the residue was purified by preparative reverse phase HPLC [Waters 2767; Benetnach 10-C18 20×250 mm, 10 μm; 35-85% acetonitrile/water (0.05% trifluoroacetic acid), 30 mL/minute; detection at 214 and 254 nm] to give the titled compound. 1H NMR (400 MHz, CD3OD) δ ppm 7.34 (t, J=7.8 Hz, 2H), 7.14 (t, J=7.4 Hz, 1H), 7.0 (d, J=8.4 Hz, 2H), 2.10-2.15 (m, 4H), 2.01-2.03 (m, 4H), 1.79-1.83 (m, 2H), 1.72 (s, 6H); LCMS (ESI+) m/z 341.7 (M+H)+.

Provenance & Evidence