N,N-Dimethylglycine → HCID 118272045, compound

Participants

Reaction Conditions

Reaction Steps

6-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine (160 mg, 0.307 mmol), phenol (43.3 mg, 0.460 mmol), copper(i) iodide (5.84 mg, 0.031 mmol), cesium carbonate (200 mg, 0.613 mmol) and N,N-dimethylglycine (9.49 mg, 0.092 mmol) were taken up in 1,4-Dioxane (2.0 ml) in a 25 mL microwave vial. The vial was evacuated and back-filled with N2 (3×) and the reaction mixture was allowed to stir at 100° C. for 6 h. NH4OH was added into the reaction mixture and extracted with EtOAc (2×). The combined organic extracts were washed with water, brine and dried over Na2SO4. After concentration the crude product was purified on silical gel 0-50% EtOAc/Hexanes and yielded 6-chloro-3-phenoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine (120 mg, 0.246 mmol, 80% yield). MS: [M+H]+ m/z 488.

Provenance & Evidence