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Synthesis of deuterium‐labelled methylphenidate, p‐hydroxymethylphenidate, ritalinic acid and p‐hydroxyritalinic acid
Author(s) -
Patrick Kennerly,
Kilts Clinton,
Breese George
Publication year - 1982
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580190404
Subject(s) - chemistry , piperidine , deuterium , ring (chemistry) , methylphenidate , stereochemistry , organic chemistry , psychology , physics , attention deficit hyperactivity disorder , quantum mechanics , psychiatry
The synthesis of threo ‐dl‐methylphenidate (Ritalin ® , 1 ), threo ‐dl‐p‐hydroxymethylphenidate ( 3 ), threo ‐dl‐ritalinic acid ( 2 ), and threo ‐dl‐p‐hydroxyritalinic acid ( 4 ) with deuterium incorporated in the piperidine ring is described. These compounds were synthesized for use as internal standards for mass fragmentographic assays of methylphenidate and its metabolites. The synthetic scheme described resulted in less than 0.05% 2 H 0 in the piperidine ring in any of the preparations.