Hydrochloric Acid → HCID 178427365, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(3-isopropyl-1-methyl-1H-pyrazol-5-yl)-4-methoxy-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1.8 g, 3.15 mmol), prepared as described in Example 16, in ethanol (10 mL) in a 150 mL sealed tube, was added concentrated hydrochloride (10 mL). After the tube was sealed, the reaction was stirred and heated to 85° C. for 18 h. The reaction mixture wascooled to 0° C. and poured into ice water. Solid NaHCO3 was added to neutralize the reaction mixture, then the mixture was extracted with DCM twice and the combined organic layers were dried over Na2SO4. The resulting residue was purified via silica gel FCC (0-100% EtOAc/heptane) to provide 6-(3-isopropyl-1-methyl-1H-pyrazol-5-yl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ol. MS (ESI+) m/z 557.2 (M+H)+.

Provenance & Evidence