Potassium Carbonate → HCID 57816838, compound

Participants

Reaction Steps

A mixture of 59 (300.0 mg, 1.45 mmol) and K2CO3 (200.0 mg, 1.45 mmol) was dissolved in DMF (5 mL) and to it was added 65 (421.0 mg, 1.45 mmol). The mixture was left to stir over night at room temperature, solvent was evaporated by rotary evaporation. The remaining solid was taken up in water and the product extracted with DCM (3×50 mL). Combined organic layers were washed with water (1×50 mL) and brine (2×50 mL) and dried over Na2SO4. Product was purified by flash column eluting 0-10% methanol in ethyl acetate to give 204.0 mg (34%) 68 as a solid. 1H NMR (300 MHz, CDCl3) δ 0.923 (t, 3H), 1.19 (t, 3H), 1.31 (d, 3H), 1.44 (m, 2H), 1.73 (m, 2H), 3.07 (dd, 2H), 3.94 (m, 2H), 4.28 (t, 2H), 5.24 (s, 2H), 7.17 (m, 4H), 7.59 (s, 1H). LCMS: m/z for C20H28N5O3P++H observed 418.2 at 2.03 minutes of a 3.5 minute run, gradient 5-95% CH3CN in H2O.

Provenance & Evidence