Hydrochloric Acid → HCID 68313163, compound

Participants

Reaction Steps

A solution of Example 55A (100 mg, 0.497 mmol) and CH2Cl2 (5 mL) was cooled to −10° C. and diethylzinc (1M solution, 4.97 mL, 4.97 mmol) was added at <0° C. After 5 minutes, diiodomethane (0.441 mL, 5.47 mmol) was added at <0° C. The mixture was slowly warmed to ambient temperature and the reaction was complete after 3 hours. The mixture was cooled to <0° C., brine (5 mL) and 2N HCl (5 mL) were added, then diluted with MTBE (50 mL) and added saturated aqueous Na2S2O3 (10 mL). The organic layer was washed with brine (10 mL), dried (Na2SO4), and concentrated. The residue was purified by flash column chromatography (50-100% EtOAc/hexanes, gradient elution) to provide the title compound (82 mg, 0.381 mmol, 77% yield). MS (DCI) M/Z 216 [M+H]+.

Provenance & Evidence