Potassium Carbonate → HCID 67050494, compound

Participants

Reaction Steps

To a stirred solution of N-(3,5-dimethyl-phenyl)-N-(5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-acetamide (106) (prepared similarly to compound 109 in Scheme 36, below, except that 2,4,6-trichloro-5-isopropyl-pyrimidine was used instead of 2,4,6-trichloro-5-ethyl-pyrimidine) (600 mg, 1.9 mmol) anhydrous powdered K2CO3 (262 mg, 1.9 mmol), and lithium iodide (254 mg, 1.9 mmol) in DMF (7 mL), was added 1-methanesulfonyl-trans-2-butene (269 μL, 2.28 mmol). After stirring for 13 hr., the reaction mixture was diluted with ether, washed with water, dried with MgSO4, filtered, and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ethyl acetate:hexane (1:1)) to afford 382 mg (54%) of a white solid. m.p. 103-105° C.; m/z (EI) 369(M+).

Provenance & Evidence