Cesium carbonate → HCID 71090349, compound

Participants

Reaction Conditions

Reaction Steps

4-Bromo-3-(1,2-dimethylindolin-6-yl)-1-methyl-1H-pyrrolo[2,3-b]pyridine (541 mg, 1.519 mmol), 1-methyl-1H-pyrazole-3-sulfonamide (D94) (367 mg, 2.278 mmol), Pd2(dba)3 (139 mg, 0.152 mmol), xantphos (176 mg, 0.304 mmol) and cesium carbonate (1484 mg, 4.56 mmol) charged into a microwave vial and suspended in 1,4-dioxane (8.0 mL). The reaction mixture was degassed under nitrogen for 10 mins before subjected to microwave heating at 120° C. for 30 mins. The reaction mixture was then partitioned between ethyl acetate/water (ca. 30 mL each). Aqueous layer was separated and re-extracted with ethyl acetate (ca. 25 mL twice). The combined organic layers were dried over MgSO4 and solvent removed in vacuo. The residue was purified using chromatography on silica, eluting with a gradient of 0-100% ethyl acetate in cyclohexane and followed by another purification on silica, eluting with a gradient of 0-40% ethyl acetate in DCM to afford title compound (205 mg). LCMS (A): m/z (M+H)+ 437, C22H24N6O2S requires 436 (acidic).

Provenance & Evidence