Potassium Carbonate → HCID 86651582, compound

Participants

Reaction Steps

To a mixture of 2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (952 mg, 3.96 mmol), ethyl 2-iodoacetate (1.27 g, 5.93 mmol) in DMF (14 ml) was added K2CO3 (1.64 g, 11.9 mmol) and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated in vacuo to remove DMF. The residue was partitioned between EtOAc and water. The phases were separated and the aqueous phase was extracted with EtOAc. The combined organic phases were washed successively with water and saturated aqueous NaCl, then dried over Na2SO4, filtered and concentrated in vacuo to give a crude solid. The residual solid was purified by silica gel chromatography (hexane/ethyl acetate, 19:1 to 1:1) to afford a pale yellow solid. The solid was triturated with hexane/ethyl acetate (4:1), collected by filtration, rinsed with hexane/ethyl acetate (5:1) and dried to afford ethyl 2-(2-chloro-6-oxo-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)acetate (953 mg, 2.92 mmol, 74% yield) as a white solid. MS [M+H] found 327.

Provenance & Evidence