Cesium carbonate → HCID 58980847, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)thieno[3,2-d]pyrimidin4(3H)-one (0.29 g, 0.75 mmol, the preparation of which can be found in the section detailing the preparation of Example K1) in DMF was added (2S)-2-[(tert-butoxycarbonyl)amino]propyl toluenesulfonate (0.5 g, 1.50 mmol) and cesium carbonate (0.72 g, 2.25 mmol) and the mixture was stirred with heating at 75° C. for 12 h. The reaction was allowed to cool and 25 mL of a solution of 20% water/ethanol was added. The resulting precipitate was filtered and dried in a vacuum oven to give the product (200 mg, 49%). 1H NMR (DMSO-D6) δ 1.15 (3H, d, J=6.1 Hz), 1.40 (9H, s), 3.79 (6H, m), 7.22-7.20 (3H, m), 7.59 (2H, d, J=8.4 Hz), 7.95-7.99 (3H, m) 8.40 (1H, s). LCMS m/z=542 (m+H+).

Provenance & Evidence