Tetrabutylammonium Fluoride → 4-Chloro-6-ethynylthieno[3,2-d]pyrimidine

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 48.1 (5.0 mmol) in THF (50 mL) was tetrabutylammonium fluoride (“TBAF”; 5.0 mmol; 1.0 M in THF) at 0° C. After stirring at 0° C. for 5 minutes, the reaction mixture was concentrated, diluted with EtOAc, washed with saturated sodium bicarbonate, brine and dried. The solvent was removed and the residue purified by flash column chromatography on silica gel to provide 4-chloro-6-ethynyl-thieno[3,2-d]pyrimidine (compound 48.2) in 92% yield. EIMS (m/z): calcd. for C8H3ClN2S (M+)+H 194.97. found 195.00.

Provenance & Evidence