Hydrochloric Acid → HCID 21073537, compound

Participants

Reaction Steps

To a solution of crude (2-amino-6-{4-[4-(2,3-dichloro-phenyl)-piperazin-1-yl]-butoxy}-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester in dioxane (15 mL) was added 3 N HCl (15 mL). The resulting mixture was refluxed for 2 hours, cooled to RT, then neutralized with saturated Na2CO3. The neutralized solution was extracted with EtOAc and the organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the title compound as a brown oil (0.367 g, 94% over two steps). 1H NMR (400 MHz, CDCl3): δ 7.21–7.10 (m, 3H), 7.00–6.91 (m, 1H), 6.00 (d, 1H), 5.40–5.21 (br s, 2H), 4.12 (t, 2H), 3.82 (s, 2H), 3.71 (s, 2H), 3.19–2.98 (m, 4H), 2.81–2.55 (m, 4H), 2.50 (t, 2H), 1.91–1.43 (m, 4H). MS ES: m/z=424.00, 425.99.

Provenance & Evidence