CP-226,269 is a drug which acts as a

dopamine agonist A dopamine agonist (DA) is a compound that activates dopamine receptors. There are two families of dopamine receptors, D2-like and D1-like, and they are all G protein-coupled receptors. D1- and D5-receptors belong to the D1-like family and the ...

selective for the D₄ subtype, which is used for researching the role of D₄

receptors Receptor may refer to: *Sensory receptor, in physiology, any structure which, on receiving environmental stimuli, produces an informative nerve impulse *Receptor (biochemistry), in biochemistry, a protein molecule that receives and responds to a n ...

in the

brain A brain is an organ that serves as the center of the nervous system in all vertebrate and most invertebrate animals. It is located in the head, usually close to the sensory organs for senses such as vision. It is the most complex organ in a ve ...

Synthesis

The piperazine used has dual use in the synthesis of ABT-724, ABT-670,

Azaperone Azaperone is a pyridinylpiperazine and butyrophenone neuroleptic drug with sedative and antiemetic effects, which is used mainly as a tranquilizer in veterinary medicine. It is uncommonly used in humans as an antipsychotic drug. Azaperone ac ...

, MLS 1547 15698-36-3 Revenast 5673-87-6 UMB38 & XH-148. CP-226,269 synthesis

Weinreb ketone synthesis The Weinreb–Nahm ketone synthesis is a chemical reaction used in organic chemistry to make carbon–carbon bonds. It was discovered in 1981 by Steven M. Weinreb and Steven Nahm as a method to synthesize ketones. The original reaction involve ...

between 5-Fluoroindole-2-Carboxylic acid 99-76-8(1) and N,O-Dimethylhydroxylamine Fb: 117-97-1Hcl: 638-79-5(2) gives the Weinreb–Nahm amide, 5-Fluoro-N-Methoxy-N-Methyl-Indole-2-Carboxamide
CID:23003585
(3). This intermediate is further reduced giving 5-Fluoro-Indole-2-Carbaldehyde 20943-23-7(4).

Reductive amination Reductive amination (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl group to an amine via an intermediate imine. The carbonyl group is most commonly a ketone or an aldehyde. It is considered ...

with 1-(2-Pyridyl)Piperazine 4803-66-2(5) completed the synthesis CP-226,269 (6).

References

Dopamine agonists Fluoroarenes Indoles Piperazines 2-Pyridyl compounds Pfizer brands {{nervous-system-drug-stub