Process for the synthesis of substituted chloromethyl dialkylphosphates
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United States of America Patent
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Aug 27, 2024
Grant Date -
Dec 22, 2022
app pub date -
Mar 21, 2022
filing date -
Mar 21, 2022
priority date (Note) -
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Abstract
Disclosed are compounds including phosphate and N-oxide prodrugs of the NK1 antagonist netupitant, useful in the prevention and/or treatment of diseases including emesis induced by chemotherapy. Also disclosed are methods of making a di-tert-butyl (chloromethyl) phosphate useful in the manufacture of such prodrugs by reacting a dialkylphosphate salt with an acid to obtain the corresponding ester of phosphoric acid, reacting the ester with a quaternary ammonium hydroxide base to form a monobasic salt, and reacting the monobasic salt with chloroiodomethane to form the corresponding chloromethyl dialkyl phosphate.
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