Sodium Hydroxide → HCID 178521600, compound

Participants

Reaction Steps

NaOH (200 mg, 5 mmol) was added to a solution of trans-4-[4-(1-benzenesulfonyl-1H-indol-3-yl)-pyrimidin-2-ylamino]-cyclohexanol (296 mg, 0.66 mmol) in MeOH (15 mL), and the resulting mixture stirred at RT for 6 h. The reaction mixture was concentrated under reduced pressure, the residue neutralized by addition of aqueous HCl (1 M), and then partitioned between water and EtOAc. The organic layer was separated, washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure to give a crude yellow solid. This crude material was purified by flash chromatography (MeOH/DCM, 5:95) to give trans-4-[4-(1H-indol-3-yl)-pyrimidin-2-ylamino]-cyclohexanol (115 mg, 57% yield) as a white powder. MS=309 [M+H]+; MP=258.1-259.9° C.

Provenance & Evidence