Benzyl pyridine-1(2H)-carboxylate

Base Information

• Chemical Name: Benzyl pyridine-1(2H)-carboxylate
• CAS No.: 79328-85-1
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10450916
• Nikkaji Number: J703.529B
• Mol file: 79328-85-1.mol

Synonyms:Benzyl pyridine-1(2H)-carboxylate;79328-85-1;Benzyl 2H-pyridine-1-carboxylate;Benzylpyridine-1(2H)-carboxylate;SCHEMBL3103781;SQNJWNSQFKPEND-UHFFFAOYSA-;DTXSID10450916;SQNJWNSQFKPEND-UHFFFAOYSA-N;N-benzyloxycarbonyl1,2-dihydropyridine;N-benzyloxycarbonyl-1,2-dihydropyridine;1(2H)-Pyridinecarboxylic acid benzyl ester;FT-0719083;J-519818;InChI=1/C13H13NO2/c15-13(14-9-5-2-6-10-14)16-11-12-7-3-1-4-8-12/h1-9H,10-11H2

Chemical Property of Benzyl pyridine-1(2H)-carboxylate

Chemical Property:

• PSA: 29.54000
• LogP: 2.64660
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

98% or more ^*data from raw suppliers

Benzylpyridine-1(2H)-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C=CC=CN1C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl pyridine-1(2H)-carboxylate

There total 7 articles about Benzyl pyridine-1(2H)-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: 100.0%

pyridine (110-86-1) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-1,2-dihydropyridine (79328-85-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -65 ℃; for 1h;

DOI:10.1016/S0040-4020(01)81976-1

Reference yield: 92.0%

pyridine (110-86-1) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-1,2-dihydropyridine (79328-85-1) + 4H-Pyridine-1-carboxylic acid benzyl ester (95669-14-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether; at -78 ℃; for 2h;

Reference yield: 74.0%

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-1,2-dihydropyridine (79328-85-1)

Guidance literature:

With pyridine; sodium tetrahydroborate; In ice-water; ethanol;

upstream raw materials:

pyridine

benzyl chloroformate

N-benzyloxycarbonyl-7-chloro-7-methoxycarbonyl-2-azabicyclo[2.2.2]oct-5-ene

2-Chloroacrylonitrile

Downstream raw materials:

2-benzyl 7-methyl 2-azbicyclo[2.2.2]oct-5-ene-2,7-dicarboxylate

2-benzyl 7-methyl 2-azbicyclo[2.2.2]oct-5-ene-2,7-dicarboxylate

(+/-)-2-(Benzyloxycarbonyl)-7-exo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-endo-carboxylic Acid Methyl Ester

(+/-)-2-(Benzyloxycarbonyl)-7-endo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-exo-carboxylic Acid Methyl Ester

Refernces

• 1、 Cameron, Lindsay P.,Tombari, Robert J.,Lu, Ju,Pell, Alexander J.,Hurley, Zefan Q.,Ehinger, Yann,Vargas, Maxemiliano V.,McCarroll, Matthew N.,Taylor, Jack C.,Myers-Turnbull, Douglas,Liu, Taohui,Yaghoobi, Bianca,Laskowski, Lauren J.,Anderson, Emilie I.,Zhang, Guoliang,Viswanathan, Jayashri,Brown, Brandon M.,Tjia, Michelle,Dunlap, Lee E.,Rabow, Zachary T.,Fiehn, Oliver,Wulff, Heike,McCorvy, John D.,Lein, Pamela J.,Kokel, David,Ron, Dorit,Peters, Jamie,Zuo, Yi,Olson, David E.. "A non-hallucinogenic psychedelic analogue with therapeutic potential". . p. 474 - 479. Retrieved 2020/12/13.
• 2、 Zidar, Nace,?ula, Ale?,Toma?i?, Tihomir,Rogers, Marc,Kirby, Robert W.,Tytgat, Jan,Peigneur, Steve,Kikelj, Danijel,Ila?, Janez,Ma?i?, Lucija Peterlin. "Clathrodin, hymenidin and oroidin, and their synthetic analogues as inhibitors of the voltage-gated potassium channels". . p. 232 - 241. Retrieved 2017/08/14.