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

Base Information

• Chemical Name: 3-(4-Bromophenyl)piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 769944-73-2
• Molecular Formula: C16H22BrNO2
• Molecular Weight: 340.26
• Hs Code.: 2933399090
• Mol file: 769944-73-2.mol

Synonyms:tert-Butyl 3-(4-bromophenyl)piperidine-1-carboxylate;

Chemical Property of 3-(4-Bromophenyl)piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 398.5±42.0 °C(Predicted)
• PKA: -1.84±0.40(Predicted)
• PSA: 29.54000
• Density: 1.283 g/cm³
• LogP: 4.50150
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-?Butyl3-?(4-?Bromophenyl)piperidine-?1-?carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-?Butyl 3-?(4-?Bromophenyl)piperidine-?1-?carboxylate 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 3-(4-Bromophenyl)piperidine-1-carboxylic acid tert-butyl ester

There total 10 articles about 3-(4-Bromophenyl)piperidine-1-carboxylic acid tert-butyl ester 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%

3-(4-bromo-phenyl)-piperidine (769944-72-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-(4-bromophenyl)piperidine-1-carboxylate (769944-73-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 59.0%

1.4-dibromobenzene (106-37-6) + N-(tert-butyloxycarbonyl)nipecotic acid (71381-75-4,88495-54-9,84358-12-3) → tert-butyl 3-(4-bromophenyl)piperidine-1-carboxylate (769944-73-2)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; caesium carbonate; nickel dichloride; In tetrahydrofuran; at 40 ℃; for 24h; Reagent/catalyst; Irradiation;

Reference yield:

tert-butyl 3-(6,6-dibromo-3-hydroxybicyclo[3.1.0]hexan-3-yl)piperidine-1-carboxylate → tert-butyl 3-(4-bromophenyl)piperidine-1-carboxylate (769944-73-2)

Guidance literature:

With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01351

upstream raw materials:

3-(4-bromo-phenyl)-piperidine

di-tert-butyl dicarbonate

3-(4-bromophenyl)pyridine

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate

Downstream raw materials:

tert-butyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine-1-carboxylate

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

3-(4-(4-methylpiperazin-1-yl)-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

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