Hydrochloric Acid → (R)-(1(4,5-Diaminopyrimidin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride

Participants

Reaction Steps

Concentrated hydrochloric acid (470 μL, 37 wt % aq) was added to a solution of (R)-(1-(4-amino-5-nitropyrimidin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (380 mg, 1.13 mmol) in methanol (30 mL). The solution was hydrogenated using the H-Cube (10% Pd/C, full H2, 18° C., 1 mL/min). A second cycle was run using the same conditions. The solvent was removed under reduced pressure and the residue was co-evaporated with toluene several times to afford the title compound as a yellow solid (405 mg). The material was used without further purification. 1H NMR (CD3OD) δ 1.68 (d, 1H), 1.81 (d, 1H), 1.91 (quin, 3H), 1.96-2.09 (m, 3H), 2.84 (t, 1H), 3.34-3.47 (m, 4H), 3.52-3.59 (m, 1H), 3.61-3.70 (m, 1H), 4.32 (d, 1H), 4.17 (d, 1H), 7.70 (s, 1H); MS (ES+) (M+H) 291.2.

Provenance & Evidence