Tetrabutylammonium Fluoride → HCID 86720794, compound

Participants

Reaction Steps

N2,N4-diisobutyl-6-((trimethyl-silyl)ethynyl)-1,3,5-triazine-2,4-diamine (27, 14.5 mg, 0.045 mmol) was dissolved in THF (1 mL). Tetrabutylammonium fluoride (0.59 mL, 2.04 mmol) was then added and the reaction mixture was left to react at room temperature (30 min). The reaction was monitored by TLC and when complete, the solvent was removed from the reaction mixture by rotary evaporation to give a crude solid that was purified by flash chromatography on silica gel (hexane/ethyl acetate, 2:1) to afford 45 in 12% yield. 6-ethynyl-N2,N2-diisobutyl-1,3,5-triazine-2,4-diamine (28): Rf: 0.14 (hexane/ethylacetate, 2:1). 1H NMR (400 MHz, CDCl3) δ: 0.92-0.94 (d, 12H), 2.15-2.16 (d, 4H), 3.21-3.27 (m, 2H), 5.29 (s, 1H).

Provenance & Evidence