2,4-Dichlorobenzoyl chloride → tert-Butyl 4-{[(2,4-dichlorobenzoyl)amino]methyl}-4-[3-(methoxymethoxy)pyridin-2-yl]piperidine-1-carboxylate

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Reaction Steps

tert-Butyl 4-cyano-4-[3-(methoxymethoxy)pyridin-2-yl]piperidine-1-carboxylate was reduced using Raney nickel and acylated using 2,4-dichlorobenzoyl chloride using the method exemplified in example 8-1 to afford the desired product: tert-butyl 4-{[(2,4-dichlorobenzoyl)amino]-methyl}-4-[3-(methoxymethoxy)pyridin-2-yl]piperidine-1-carboxylate: 1H NMR δ (ppm) (CDCl3): 8.18 (1H, dd, J=1.3, 4.5 Hz), 7.50-7.46 (2H, m), 7.33 (1H, d, J=1.9 Hz), 7.25 (1H, dd, J=8.3, 2.0), 7.15 (1H, dd, J=4.6, 8.3 Hz), 6.70 (1H, m), 5.25 (2H, s), 4.01 (2H, br s), 3.68-3.62 (2H, m), 3.49 (3H, s), 3.44-3.38 (2H, m), 2.75-2.69 (2H, m), 1.66-1.60 (1H, m) 1.46 (9H, s).

Provenance & Evidence