Tetrabutylammonium Fluoride → 4-(2-fluoro-4-{[1-(4-fluoro-phenylcarbamoyl)-cyclopropanecarbonyl]-amino}-phenoxy)-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid

Participants

Reaction Steps

To a round bottom flask equipped with a magnetic stir bar was added 4-(2-fluoro-4-{[1-(4-fluoro-phenylcarbamoyl)-cyclopropanecarbonyl]-amino}-phenoxy)-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.069 g, 0.10 mmol, 1.0 eq.), and a 1M tetrabutylammonium fluoride solution (5 ml). The reaction was allowed to stir at overnight. The reaction was diluted with ethyl acetate, washed with (2×) H2O (50 ml), 1M HCl (2×), sat'd NaCl (1×), dried (Na2SO4), and concentrated in vacuo, affording 4-(2-fluoro-4-{[1-(4-fluoro-phenylcarbamoyl)-cyclopropanecarbonyl]-amino}-phenoxy)-7-(2-trimethylsilanyl-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid as a white solid (0.048 g, 74% yield). MS (ESI) for C30H31F2N5O6Si: 624 (MH+).

Provenance & Evidence