Hydrochloric Acid → HCID 68682260, compound

Participants

Reaction Steps

A solution of tert-Butyl-4-(5-{[methoxy(oxo)acetyl]amino}pyrimidin-2-yl)piperazine 1-carboxylate (Intermediate 53; 4.14 g, 11.33 mmol) in a 4M solution of HCl in dioxane (40 mL) was stirred for 16 h. The precipitate was collected by filtration and washed with ether to give N-(5-{[methoxy(oxo)acetyl]amino}pyrimidin-2-yl)piperazine hydrochloride as a solid. Pyridine (9.16 mL, 113.30 mmol), followed by acetyl chloride (0.97 mL, 13.60 mmol) were added to an ice-cooled suspension of this solid (3.4 g) in DCM (100 mL) and the mixture was allowed to warm to ambient temperature and stirred for 1 h. Water (100 mL) was added and the mixture was extracted with DCM (3×100 mL). The organic extracts were combined, dried and concentrated by evaporation. The residue was triturated with isohexane to give the title compound (2.45 g, 70%) as a solid; 1H NMR δ: 10.79 (1H, s), 8.65 (2H, s), 3.84 (3H, s), 3.75-3.65 (4H, m), 3.52-3.45 (4H, m), 2.04 (3H, s); MS m/e MH+: 308.

Provenance & Evidence