Tetrabutylammonium Fluoride → HCID 58113904, compound

Participants

Reaction Steps

5-(3,3-Dimethyl-but-1-ynyl)-3-((4-methyl-cyclohexanecarbonyl)-{4-[4-(2-trimethylsilanyl-ethoxy)-pyrimidin-2-yloxy]-cyclohexyl}-amino)-thiophene-2-carboxylic acid (37 mg, 0.058 mmol) in THF (1 mL) was treated with tetrabutylammonium fluoride (0.087 mL, 1M in THF, 0.087 mmol) and stirred at ambient temperature for 1.5 h. An additional portion of tetrabutylammonium fluoride (0.290 mL) was added and the reaction mixture was stirred at ambient temperature for 3 h. After concentration the residue was purified by HPLC with CH3CN (0.1% TFA)/H2O (0.1% TFA) to afford 18 mg (58% yield) of Compound 326: MS (m/z): 537.9 [M+H]−; HPLC retention time 4.28 min (2-98% acetonitrile:water with 0.05% trifluoroacetic acid).

Provenance & Evidence