Benzoic Acid → HCID 15887544, compound

Participants

Reaction Steps

To a solution of compound obtained from Example 9 (0.23 g, 0.4 10 mmol) in CH2Cl2 (5 mL) was added Hunig's base (0.13 g, 1.0 mmol). This was followed by the addition of benzoic acid (49 mg, 0.4 mmol), HOBT (54 mg, 0.4 mmol), Et3N (40 mg, 0.4 mmol) and DEC (77 mg, 0.4 mmol) at 0° C. The solution was gradually warmed to RT and stirred overnight. After reaction was complete, the solution was diluted with CH2Cl2 (50 mL) and washed with saturated NaHCO3 solution (30 mL, 2×) and brine (20 mL, 3×). The organic layer was dried over MgSO4, filtered and concentrated to give crude material as an oil. The product was purified by chromatography on flash grade silica gel (50 g), eluting with 5% [NH4OH/MeOH (1:9)]/CH2Cl2 to give the title compound as a white solid (0.18 g), m.p. 94°-96° C.; FAB MS [M+1]+ 35 Cl 607.3.

Provenance & Evidence