Water → HCID 178428413, compound

Participants

Reaction Steps

A solution of 100 mg (0.326 mmol) 2-methyl-4-(3-methyl-1H-indazol-5-yl)-5-oxo-1,4,5,7-tetrahydrofuro[3,4-b]pyridine-3-carbonitrile (Example 1) in DMF (2 ml) was cooled to 0° C. 128 mg (0.392 mmol) caesium carbonate were added at this temperature, and after 30 min 14 μl (0.229 mmol) methyl iodide were added dropwise. After stirring overnight at rt, additional methyl iodide (2 μl) was added, and stirring at rt was continued for further 3 h. Again, methyl iodide (6 μl) and a small amount of caesium carbonate were added, and the reaction mixture was stirred at rt overnight before water (1 ml) was added. The solution was directly purified first by preparative RP-HPLC (acetonitrile/water+0.1% TFA gradient) followed by preparative TLC (eluent: dichloromethane/ethanol 20:1) to give 11 mg (11% of th.) of the title compound.

Provenance & Evidence