Butaperazine (Repoise, Tyrylen) is a typical antipsychotic of the phenothiazine class.[2] It was approved in 1967, and possibly discontinued in the 1980s.
Synthesis
2-Butyrylphenothiazine [25244-91-1] (1) is the requisite starting material for carrying out the procedure. It is prepared in a manner that is synonymous with the method used in the propiomazine and propiopromazine already discussed.
The 1-(γ-chloropropyl)-4-methylpiperazine [104-16-5] (2) is prepared in the conventional way from alkylating 1-methylpiperazine and 1-Bromo-3-chloropropane.
Sodamide is used to extract the 10-H thereby facilitating the nucleophilic substitution reaction. And completing the instalment of the sidechain.
^"Evaluation of a new antipsychotic agent. Butaperazine maleate (repoise maleate)". JAMA. 206 (10): 2307–8. December 1968. doi:10.1001/jama.206.10.2307. PMID4386884.
^Dr Ulrich Hoerlein, Dr Klaus-Heinz Risse, Dr Wolfgang Wirth, DE 1120451 (1961 to Bayer Ag).