Water → HCID 86664930, compound

Participants

Reaction Steps

A 30 ml round-bottomed flask equipped with a magnetic stirrer and with a septum having a top-mounted argon intake is charged with 74 mg of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-trimethylsilanylethynyl-2H-pyrazolo[4,3-c]isoquinoline in 5 ml of THF, 0.22 cm3 of tetrabutylammonium fluoride is added, and the mixture is stirred at RT for 30 min. It is poured into water, extracted with AcOEt, washed with saturated NaCl solution, dried over MgSO4, filtered and concentrated under RP. The product is purified by flash chromatography on silica gel (40-63 μm), eluting with a mixture of DCM and AcOEt (85/15 by vol.), to give 47 mg of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-2-{[2-(trimethylsilyl)ethoxy]methyl}-7-ethynyl-2H-pyrazolo[4,3-c]isoquinoline (lemon yellow solid). MS (E/I): m/z=611 (M+).

Provenance & Evidence