Tetrabutylammonium Fluoride → HCID 22125175, compound

Participants

Reaction Steps

A solution of 320 mg (0.47 mmol) of 1-[3-(2-tert-butyldiphenylsilyloxyethyl)-phenyl]-3-(furan-2-yl-methyl)-7-phenylamino-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one in dry tetrahydrofuran (5 ml) was treated with 0.6 ml (0.6 mmol) of tetrabutylammonium fluoride (1M solution in tetrahydrofuran) then stirred at room temperature for 2 hours. The solvent was evaporated and the crude material purified by flash chromatography on silica gel, eluting with 4:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 170 mg (82%) of 3-(furan-2-yl-methyl)-1-[3-(2-hydroxyethyl)-phenyl]-7-phenylamino-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one as a pale pink solid of melting point 195° C. [Mass spectrum (ESI) MH+ =442].

Provenance & Evidence