1,4-Dioxane hydrochloride → HCID 178508631, compound

Participants

Reaction Steps

A mixture of tert-butyl 4-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate (4A-2; 1.30 g, 4.08 mmol) in 4M HCl dioxane (12 mL) was stirred for 1 hr. The reaction was concentrated, triturated with ether to give 4-amino-1-piperidinium-4-yl-1H-pyrazolo[3,4-d]pyrimidin-2-ium dichloride. For free base: dissolved the above salt in H2O and passed through Dowex 1X2-400, ion-exchange resin (—OH form). The resin was washed with H2O then MeOH. The filtrate was concentrated and dried in vacuo to give pure free base. 1H-NMR (500 MHz, d6 DMSO) δ 8.14 (s, 1H), 8.07 (s, 1H), 7.64 (bs, 2H), 4.57-4.67 (m, 1H), 3.05 (d, J=12.46 2H), 2.55-2.67 (m, 2H), 2.06 (bs, 1H), 1.90-2.12 (m, 2H), 1.73-1.80 (m, 2H). LRMS m/z (M+H) Calcd: 219.1, found: 219.1.

Provenance & Evidence