Potassium Carbonate → HCID 58052299, compound

Participants

Reaction Conditions

Reaction Steps

Isobutyl 5-(N-(5-iodo-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)-2,2-dimethylpentanoate (70 mg, 0.086 mmol) is dissolved in toluene (6 mL) and a premixed solution of potassium cyclopropyltrifluoroborate (155 mg, 1.045 mmol) and potassium carbonate (2M, 0.62 mL, 1.255 mmol) is added followed by Pd(Ph3)4 (3.6 mg, 3.14 umol). The mixture is degassed for 10 min then heated at 116° C. for 20 min in the microwave. The reaction mixture is then filtered through celite and aqueous extracted with EtOAc (3×15 mL). The organic is then washed with Brine (10 mL) and dried over Na2SO4 and concentrated. HPLC purification gives 50 mg (82% yield) of isobutyl 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)-2,2-dimethylpentanoate. MS-ES [M+H]+=584.3. This compound is used directly in the next step.

Provenance & Evidence