Ethyl Acetate → HCID 20826920, compound

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Reaction Steps

A mixture of N4-(1-acetyl-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-N2-(3,4,5-tris(methoxy)phenyl)-2,4-pyrimidinediamine (Example 114, 170 mg, 0.266 mmol) was dissolved in EtOH (6 mL) and 10 drops conc. HCl were added. The mixture was heated to reflux in a sealed tube for 72 h. The crude mixture was poured into EtOAc (125 mL) and sat NaHCO3 (20 mL). The organics were dried over anhydrous MgSO4 and concentrated under reduced pressure. The crude was purified via medium pressure liquid chromatography using linear gradient starting from 0:100 MeOH/CH2Cl2 ending with 10:90 MeOH/CH2Cl2 as the solvent system to provide the desired product as a purple solid. M+H—422; Calc'd for C23H27N5O3—421.

Provenance & Evidence