Potassium hydroxy sulfite → HCID 52950603, compound

Participants

Reaction Conditions

Reaction Steps

A 10 mL aliquot of 5-chloro-2-(3-methyl-pyrazol-1-yl)-benzaldehyde from the above reaction is filtered (in DMF, 50% pure by LC-MS, calculated mass based on purity is 235 mg, 1.10 mmol). The crude aldehyde is treated with 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (200 mg, 0.78 mmol). Oxone (478 mg, 0.78 mmol) is added as a water solution (2 mL). The resulting mixture is warmed to 60° C. for 2 hours and cooled to room temperature. The reaction mixture is poured into water and extracted with EtOAc (3×). The combined organics are dried (MgSO4), filtered, and concentrated. Purification via flash chromatography (12 g silica gel, 0-6% MeOH/CH2Cl2) followed by mass triggered HPLC(CH3CN/H2O) affords the title compound (45 mg, 13%). LCMS (ESMS): m/z 458.20 (M++1)

Provenance & Evidence