2,6-Lutidine → HCID 68594441, compound

Participants

Reaction Steps

Compound 13.1 (147.5 mg, 0.283 mmol) was dissolved in 3 mL CH3CN, treated with TMSBr (0.3 mL) and 2,6-lutidine (0.075 mL). The mixture was stirred at room temperature for 1.5 h, concentrated and coevaporated with CH3CN under reduced pressure. The residue was dissolved in 30% NH3 in water, and the mixture was stirred at 100° C. for 1.5 h. The mixture was then treated with NaHCO3 (500 mg) and concentrated under reduced pressure. The residue was subjected to reverse phase HPLC eluting with 0-25% CH3CN in water to yield compound 13.2 (81 mg, 74.3% yield). 1H NMR (D2O) δ 2.05-2.25 (m, 2H), 4.58 (m, 1H), 5.8 (d, 1H, J=1.5), 5.95 (m, 1H), 6.15 (m, 1H), 7.8 (s, 1H). 31P NMR (D2O) d 9.15. LRMS (ESI) MH+ C11H15N6O5P requires 343.3. Found 343.1.

Provenance & Evidence