1476776-44-9

Usage

Uses

Used in Pharmaceutical Synthesis:
PAPP is utilized as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new medications and therapies.
Used in Biological Research:
As a serotonin reuptake inhibitor, (S)-5-(4-bromophenyl)piperidin-2-one is used in research to study the role of serotonin in various physiological and pathological processes, potentially leading to advancements in the treatment of conditions such as depression and anxiety.
Used in Organic Chemistry:
PAPP serves as a valuable precursor in the synthesis of a variety of organic compounds, expanding the scope of chemical research and development.
Used in Chemical and Biological Processes:
As a potential ligand, (S)-5-(4-bromophenyl)piperidin-2-one is employed in the study and development of various chemical and biological processes, enhancing our understanding of molecular interactions and their implications in different fields.

Upstream product

• 108-86-1 bromobenzene 
• 930-30-3 cyclopent-2-enone 
• 160678-57-9 (R)-3-(4-bromophenyl)cyclopentan-1-one 
• 1476776-40-5 isopropyl 4-(4-bromophenyl)-5-oxopentanoate 
• 1476776-39-2 isopropyl 3-(2-(4-bromophenyl)oxiran-2-yl)-propanoate 
• 1284448-67-4 isopropyl 4-(4-bromophenyl)-4-oxobutanoate 
• 6340-79-0 4-oxo-4-(4-bromophenyl)butanoic acid 

Downstream Products

• 1335523-82-4 4-(3S-piperidine-3-yl)bromobenzene 
• 1476776-55-2 (S)-3-(4-bromophenyl)piperidine-1-carboxylic acid tert-butyl ester 
• 1038916-08-3 2-{4-[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]phenyl}-2H-indazole-7-carboxylic acid 
• 1476776-88-1 C₂₄H₂₇N₃O₄ 
• 1196713-67-3 2-[4-((3S)-(tertbutoxycarbonyl)piperidin-3-yl)phenyl]-2H-indazole-7-carboxylic acid methyl ester 
• 1476776-89-2 C₂₅H₂₉N₃O₄ 
• 1038915-73-9 2-[4-((3S)-3-piperidinyl)phenyl]-2H-indazole-7-carboxamide p-toluenesulfonic acid salt 

Relevant academic research and scientific papers

Preparation method of niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene

The invention discloses a preparation method of niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene. The preparation method is characterized by comprising steps as follows: 1) a compound shown in a formula I and hydroxylammonium chloride are subjected to a contact reaction to produce a compound shown in a formula II; 2) the compound shown in the formula II and phenyl dichlorophosphate are subjected to a catalytic reaction to produce a compound shown in a formula III; 3) the compound shown in the formula III is subjected to a reduction reaction to produce niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene shown in a formula X, and the specific reaction process is shown in the specification. A new synthesis way is provided for the niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene, metal catalysts, expensive transaminase and the like are not used in the reaction process, the production cost is low, and the product has the good yield and stereoselectivity.

Process development of C-N cross-coupling and enantioselective biocatalytic reactions for the asymmetric synthesis of niraparib

Process development of the synthesis of the orally active poly(ADP-ribose)polymerase inhibitor niraparib is described. Two new asymmetric routes are reported, which converge on a high-yielding, regioselective, copper-catalyzed Narylation of an indazole derivative as the late-stage fragment coupling step. Novel transaminase-mediated dynamic kinetic resolutions of racemic aldehyde surrogates provided enantioselective syntheses of the 3-aryl-piperidine coupling partner. Conversion of the C-N cross-coupling product to the final API was achieved by deprotection and salt metathesis to isolate the desired crystalline salt form.