HCID 56777233, compound → HCID 58380653, compound

Participants

Reaction Steps

To a solution of 4-(3-nitro-pyridin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (25.0 g, 77.55 mmol, 1.0 equiv) in ethanol (375 mL) was added palladium on activated charcoal 10% (2.5 g, 2.35 mmol, 0.03 equiv) and the reaction put under hydrogen (50 Psi) in a Parr shaker for 16 h. The reaction mixture was filtered through Celite and the filtrate evaporated under reduced pressure. The residue was triturated with diethyl ether, the organic layer decanted and the solid material dried under reduced pressure to yield 18.4 g (81%) of the title compound. 1H NMR (400 MHz, DMSO): δ 1.25-1.27 (m, 2H), 1.40 (s, 9H), 1.88-1.91 (m, 2H), 2.90 (br s, 2H), 3.49 (br s, 1H), 3.89 (br s, 2H), 4.57 (s, 2H), 5.05 (br s, 1H), 6.42 (d, J=4.3 Hz, 1H), 7.56 (d, J=4.3 Hz, 1H), 7.63 (s, 1H). MS (ISP): 293.4 [M+H]+.

Provenance & Evidence