Cesium carbonate → HCID 59128642, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-cyclopentylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (0.05 g, 0.22 mmol, from Preparation 4), [5-(5-isobutyl-[1,3,4]oxadiazol-2-yl)-2-methyl-phenyl]-acetic acid methyl ester (0.06 g, 0.21 mmol) and cesium carbonate (0.14 g, 0.43 mmol) in N,N-dimethylacetamide (4 mL) was heated in a microwave reactor at 100° C. for 3.5 hours. The reaction mixture was cooled and partitioned between ethyl acetate and water. The combined organic phase was washed with water and brine, dried (magnesium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography eluting with 30% ethyl acetate in hexanes to give 8-cyclopentyl-6-{5-(5-isobutyl-[1,3,4]oxadiazol-2-yl)-2-methyl-phenyl}-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one (Yield: 0.04 g, 40%).

Provenance & Evidence