Hydrochloric Acid → HCID 53251954, compound

Participants

Reaction Steps

The above compound was prepared in a manner similar to EXAMPLE 10 using tert-butyl piperidin-3-ylcarbamate in place of cyclohexylamine. Following cyclization, tert-butyl 1-(5-oxo-4-(m-tolylamino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)piperidin-3-ylcarbamate (20.00 mg, 0.046 mmol) was treated with 4M HCl in dioxane (2 mL, 8.00 mmol) at RT for 5 h to deprotect the Boc group. The mixture was subsequently basified with 2N NaOH, extracted with EtOAc, washed with brine, dried over MgSO4, and evaporated. The residue was purified by recrystallization (EtOH-Hexane) to give the title compound as white solid (10 mg, 64.8% yield). 1H NMR (500 MHz, DMSO-d6) δ ppm 0.99-2.03 (m, 4 H), 2.30 (s, 3 H), 2.57-3.07 (m, 3 H), 4.16 (s, 2 H), 4.26-4.86 (m, 2 H), 6.88 (d, J=5.6 Hz, 1 H), 7.23 (s, 1 H), 7.42-7.55 (m, 1 H), 7.59 (s, 1 H), 8.08 (s, 1 H), 8.55 (s, 1 H). [M+H] calc'd for C18H22N6O, 339; found, 339.

Provenance & Evidence