Sodium Bicarbonate → HCID 66584380, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(7-amino-6-(methylthio)-3-(1-phenyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-1-(hydroxymethyl)cyclohexanol (32.0 mg, 0.0710 mmol) in a mixed solvent of MeOH/H2O (2/0.5 mL) was added NaHCO3 (23.8 mg, 0.284 mmol), followed by Oxone (87.3 mg, 0.142 mmol) at rt. The resulting mixture was stirred at 40° C. for 2.5 h. The reaction mixture was filtered and washed with DMF and MeOH. The combined filtrate was concentrated and purified by a reverse phase HPLC to afford 4-(7-amino-6-(methylsulfonyl)-3-(1-phenyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-1-(hydroxymethyl)cyclohexanol as a white solid (6.4 mg). HPLC-MS TR=4.08 min (UV 254 nm, 10 min method); mass calculated for formula C23H26N6O4S 482.2, observed LCMS m/z 483 (M+H).

Provenance & Evidence