1,4-cyclohexylamine derivatives and processes for the preparation thereof
AssigneeChemo Research, S.L.
InventorsMaurizio TADDEI, Elena CINI, Marcello RASPARINI
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Abstract
The invention relates to a process for the synthesis of Cariprazine, an antipsychotic compound useful in the treatment of positive and negative symptoms associated to schizophrenia, with the following structural formula: (A) The invention further relates to the synthesis of intermediates useful in the preparation of Cariprazine.
Claims20
A process for the preparation of piperazines of general formula (II) or salts thereof:
- said process comprising the following synthetic steps:
- a) preparing an alcohol of general formula (I):
- wherein R1 is selected between —C(O)N(CH3)2 or a protecting group of amines (Pg);
- b) directly alkylating 1-(2,3-dichlorophenyl)piperazine (C)
- with the alcohol of general formula (I) to yield a piperazine of general formula (II):
3-[4-(2-hydroxyethyl)cyclohexyl]-1,1-dimethylurea (I′):
N-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]-imidazol-1-carboxamide (II′″):
Imidazolide of formula (V):
- wherein R3 is chosen among a linear or branched C1-C6 alkyl and benzyl.
Urea of formula (VI):
- wherein R3 is chosen among a linear or branched C1-C6 alkyl and benzyl.
(canceled)
A process for preparing Cariprazine or a salt thereof comprising treating N-[4-[2-[4-(2,3-dichlorophenyl)piperazin-1-yl]ethyl]cyclohexyl]imidazol-1-carboxamide (II′″).
- with dimethyl amine or a salt thereof.
A process for preparing an urea of formula (VI):
- comprising treating an imidazolide of formula (V):
- with dimethyl amine or a salt thereof.
Dependencies are inferred from the claim text.