Water → Methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

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Reaction Conditions

Reaction Steps

A mixture of methyl 6-chloro-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate (155 mg, 0.560 mmol) and tert-butyl (1S,2R)-2-aminocyclohexylcarbamate (144 mg, 0.672 mmol) in DMA (2 mL) was stirred at 150° C. for 1 h under microwave irradiation. To the resulting mixture were added H2O and EtOAc. The organic phase was washed with H2O (3×) and brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2 to give the title compound as a yellow oil (100 mg, 39.3%). 1H NMR (500 MHz, CDCl3) δ ppm 1.34-1.95 (m, 17 H), 3.92 (s, 3 H), 3.93 (s, 3 H), 4.87 (br s, 1 H), 5.66 (br s, 1 H), 6.52 (s, 1 H), 7.78-7.83 (m, 2 H). [M+H] calc'd for C23H30N6O4, 455; found, 455.

Provenance & Evidence