HCID 11357648, compound → HCID 19827488, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of the product of Stage (1) (0.22 g, 0.82 mmol) in dry tetrahydrofuran (15 ml) at --78° C. under nitrogen was slowly added n-butyl lithium (2.5 M in hexane; 0.8 ml, 2 mmol). After stirring for one hour at --78° C., the reaction mixture was allowed to warm to room temperature before 2-methyl-1-pyrimidin-5-ylpropan-1-one (0.2 g, 1.3 mmol) was added. After 20 minutes, the reaction was quenched by addition of water, and the product was extracted with ether (2×20ml). The combined organic extracts were washed with water, dried over sodium sulphate, filtered, and concentrated under reduced pressure to give an oil which was chromatographed on silica. Elution with ethyl acetate - hexane (1:1) gave the desired product as a yellow oil which solidified slowly on standing to give a solid of melting point 102-105° C.

Provenance & Evidence