tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate
• CAS No.: 206446-49-3
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.352
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80455519
• Nikkaji Number: J948.301B
• Wikidata: Q82277575
• Mol file: 206446-49-3.mol

Synonyms:tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate;206446-49-3;Tert-butyl 4-pyridin-2-ylpiperidine-1-carboxylate;SCHEMBL4080053;DTXSID80455519;ZTQIVJVEVSAJMX-UHFFFAOYSA-N;AB8837;MFCD10565815;AS-44922;tert-Butyl4-(pyridin-2-yl)piperidine-1-carboxylate;4-(2-Pyridyl)piperidine-1-carboxylic acid tert-butyl ester;3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-carboxylic acid tert-butyl ester;3',4',5',6'-tetrahydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 376.5±35.0 °C(Predicted)
• PKA: 5.43±0.19(Predicted)
• PSA: 42.43000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 3.13400
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 262.168127949
• Heavy Atom Count: 19
• Complexity: 304

Purity/Quality:

tert-Butyl4-(pyridin-2-yl)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C2=CC=CC=N2

Technology Process of tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate

There total 13 articles about tert-Butyl 4-(pyridin-2-yl)piperidine-1-carboxylate 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: 99.0%

3',6'-dihydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester (90606-77-2) → 3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-carboxylic acid tert-butyl ester (206446-49-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; at 20 ℃; for 1.5h; under 3102.89 Torr;

DOI:10.1021/jm060662k

Reference yield: 81.0%

1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate (1872262-73-1) + C13H18NO4(1+)*C2H5O4S(1-) → Boc-4-pyridin-4-yl-piperidine (550371-76-1) + 3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-carboxylic acid tert-butyl ester (206446-49-3)

Guidance literature:

1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate; C₁₃H₁₈NO₄⁽¹⁺⁾*C₂H₅O₄S^(1-); With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; In N,N-dimethyl acetamide; at 25 ℃; for 10h; Inert atmosphere; Irradiation;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; for 0.5h; regioselective reaction;

DOI:10.1039/d2ob00123c

Reference yield: 23.0%

2-bromo-pyridine (109-04-6) + tert-butyl 4-iodopiperidine-1-carboxylate (301673-14-3) → 3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-carboxylic acid tert-butyl ester (206446-49-3)

Guidance literature:

tert-butyl 4-iodopiperidine-1-carboxylate; With hydrogenchloride; chloro-trimethyl-silane; ethylene dibromide; hydroquinone; zinc; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h;

2-bromo-pyridine; With trifuran-2-yl-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 65 ℃; for 24h;

upstream raw materials:

2-bromo-pyridine

tert-butyl 4-iodopiperidine-1-carboxylate

3',6'-dihydro-2'H-[2,4']bipyridinyl-1'-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

1',2',3',4',5',6'-hexahydro-2'H-[2,4'-bipyridine] dihydrochloride

2-(1-{[(3-methylbenzoyl)amino]methyl}-4-piperidinyl)pyridinium N-oxide