2,6-Lutidine → HCID 25006393, compound

Participants

Reaction Steps

To a solution of compound 30.5 (112 mg, 0.29 mmol) in acetonitrile (10 mL) was added 2,6-lutidine (0.20 mL, 1.7 mmol) and then trimethylsilyl iodide (0.41 mL, 2.8 mmol). The mixture was stirred at room temperature for 1 h. After the reaction was done, 0.30 mL of 2,6-lutidine was added to the mixture and the mixture was concentrated under reduced pressure. The residue was then put into solution with water (3 mL) and treated with sodium hydroxide 1N to pH=10. The solution was then acidify to pH=3 using acetic acid and subjected to a reverse phase (YMC-Pack ODS-A) to give compound 30.6 (69 mg, 72% yield). 1H NMR (300 MHz, D2O): δ 1.39 (s, 3H), 3.54 (m, 2H), 3.99 (d, 1H, J=4.6), 4.63 (m, 1H), 6.09 (d, 1H, J=7.0), 6.14 (d, 1H, J=7.0), 8.0 (d, 1H, J=7.6). LRMS (ESI) MH+ C10H16N3O8P requires 338.2. Found 337.8.

Provenance & Evidence