Hydrochloric Acid → HCID 66896698, compound

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Reaction Conditions

Reaction Steps

A mixture of tert-butyl (7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl(tetrahydro-2H-pyran-4-yl)carbamate (Int-8f, 35 mg), 4N HCl in dioxane (0.3 mL) and dioxane (2 mL) was heated at 60° C. for 10 min. Concentration afforded crude tert-butyl (6-acetyl-7-amino-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl(tetrahydro-2H-pyran-4-yl)carbamate (Int-8g), which was then heated under microwave conditions with N2H4.H2O (200 uL) and NMP (1.5 mL) first at 100° C. for 30 min and then at 200° C. for 1h. Purification with prep-LC provided N-((3-methyl-6-(quinolin-3-yl)-1H-dipyrazolo[1,5-a:4′,3′-e]pyrimidin-4-yl)methyl)tetrahydro-2H-pyran-4-amine (26),

Provenance & Evidence