Potassium Carbonate → Ethyl 3-hydroxy-10,10-dimethyl-4-oxo-6,7,9,10-tetrahydro-4H-pyrimido[1,2-d][1,4]oxazepine-2-carboxylate

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Reaction Conditions

Reaction Steps

Ethyl 2-(1-(2-chloroethoxy)-2-methylpropan-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate (1.75 g, 5.49 mmol) was dissolved in 30 mL DMF under N2 and treated with K2CO3 (2.27 g, 16.5 mmol). This was warmed at 70-80° C. with stirring for 16 h. The DMF was evaporated at reduced pressure and the residue was dissolved in water and washed with Et2O. The aqueous layer was acidified with dil HCl and extracted with CH2Cl2. After drying (MgSO4), filtration and concentration a solid was obtained. Trituration from 1:1 Et2O/hexanes gave the title compound (1.2 g, 77%) as white solid. 1H NMR (300 MHz, CDCl3) δ: 1.35-1.45 (m, 9H), 3.58 (s, 2H), 3.60-4.10 (m, 1H), 4.41 (q, J=6.95 Hz, 2H), 4.30-4.82 (m, 2H), 10.42 (s, 1H). LC/MS (M+H): 283.

Provenance & Evidence