Potassium Carbonate → 1-Methyl-4-(4-methyl-3'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-6'-yl)-piperazin-2-one

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Reaction Conditions

Reaction Steps

To a solution of 6′-chloro-4-methyl-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl (as prepared in Example 55, step (a)) (510 mg, 2.00 mmol) in DMF (10 mL) was added 1-methyl piperazinone hydrobromide (390 mg, 2.00 mmol) and K2CO3 (691 mg, 5.00 mmol). The resulting mixture was heated at 100° C. overnight. DMF was removed in vacuo and the residue obtained was purified on silica (20-100% EtOAc:hexane) to obtain the title compound (540 mg, 81%). 1H-NMR (CDCl3; 400 MHz): δ 8.15 (d, 1H, J=9.1 Hz), 5.94 (d, 1H, J=9.1 Hz), 4.22 (s, 2H), 3.88 (m, 2H), 3.76 (m, 2H), 3.46 (m, 2H), 3.01-2.92 (m, 5H), 1.68 (m, 3H), 1.25 (m, 2H), 0.93 (d, 3H, J=6.3 Hz).

Provenance & Evidence