(S)-3-(4-Bromophenyl)piperidine

Base Information

• Chemical Name: (S)-3-(4-Bromophenyl)piperidine
• CAS No.: 1335523-82-4
• Molecular Formula: C11H14BrN
• Molecular Weight: 240.143
• Hs Code.: 2933399990
• Mol file: 1335523-82-4.mol

Synonyms:(S)-3-(4-Bromophenyl)piperidine

Chemical Property of (S)-3-(4-Bromophenyl)piperidine

Chemical Property:

• Boiling Point: 310.9±35.0 °C(Predicted)
• PKA: 9.90±0.10(Predicted)
• PSA: 12.03000
• Density: 1.313±0.06 g/cm3(Predicted)
• LogP: 3.24490

Purity/Quality:

98%,99%, ^*data from raw suppliers

(3S)?-?3-?(4-?Bromophenyl)?piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (3S)?-?3-?(4-?Bromophenyl)?piperidine is an intermediate of Niraparib (N481400), a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.

Technology Process of (S)-3-(4-Bromophenyl)piperidine

There total 52 articles about (S)-3-(4-Bromophenyl)piperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(S)-3-(4-bromophenyl)-piperidine hydrochloride (1203683-26-4) → 4-(3S-piperidine-3-yl)bromobenzene (1335523-82-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 0.5h; pH=9 - 10;

Reference yield: 98.0%

(S)-3-(4-bromophenyl)piperidin-2-one → 4-(3S-piperidine-3-yl)bromobenzene (1335523-82-4)

Guidance literature:

With 70% red aluminum; In toluene; Reflux;

Reference yield: 96.0%

(S)-5-(4-bromophenyl)piperidin-2-one (1476776-44-9) → 4-(3S-piperidine-3-yl)bromobenzene (1335523-82-4)

Guidance literature:

(S)-5-(4-bromophenyl)piperidin-2-one; With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 2 ℃; for 1.33333h; Inert atmosphere;

With boron trifluoride-tetrahydrofuran complex; In tetrahydrofuran; at 5 - 25 ℃; for 17h; Inert atmosphere;

DOI:10.1021/op400233z

upstream raw materials:

4-oxo-4-(4-bromophenyl)butanoic acid

isopropyl 4-(4-bromophenyl)-4-oxobutanoate

isopropyl 3-(2-(4-bromophenyl)oxiran-2-yl)-propanoate

isopropyl 4-(4-bromophenyl)-5-oxopentanoate

Downstream raw materials:

(S)-3-(4-bromophenyl)piperidine-1-carboxylic acid tert-butyl ester

2-{4-[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]phenyl}-2H-indazole-7-carboxylic acid

C₂₄H₂₇N₃O₄

2-[4-((3S)-(tertbutoxycarbonyl)piperidin-3-yl)phenyl]-2H-indazole-7-carboxylic acid methyl ester

Refernces

• 1、 -. "Method for industrially producing (S)-3-(4-bromophenyl) piperidine". Paragraph 0060; 0064; 0065; 0069; 0070; 0074. . Retrieved 2020/02/14.
• 2、 -. "Niraparib intermediate, preparation method and application thereof, and synthesis method of niraparib". Paragraph 0064; 0087-0088. . Retrieved 2020/09/08.