Triethylamine → HCID 44434808, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 94 (0.22 g, 0.45 mmol) was stirred in THF (10 mL) at 0° C., Et3N (0.095 mL, 0.68 mmol, 1.5 eq) was added followed by dropwise addition of ClCOOEt (0.051 mL, 0.54 mmol, 1.2 eq). The mixture was stirred at 0° C. for 1 h. It was filtered and rinsed with THF (10 mL). The THF solution was stirred at 0° C. MeOH (5 mL) was added followed by addition of NaBH4 (0.25 mg, 6.6 mmol). The resulting mixture was stirred at 0° C. for 1 h. LC/MS showed completion of the reaction. EtOAc was added, it was washed with NH4Cl, H2O, and brine. The organic layer was concentrated, and purified by reverse phase HPLC (MeOH/H2O in 0.1% TFA) to give pure title compound. LC-MS (ESI) 472.12, 474.04 (M+H), 488.06 (M+Na), tR=2.54 min (10–90% MeOH in H2O with 0.1% TFA in a 4-min run).

Provenance & Evidence