6-(Benzyloxy)nicotinic acid

Base Information

• Chemical Name: 6-(Benzyloxy)nicotinic acid
• CAS No.: 94084-76-1
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.235
• Hs Code.: 2933399090
• NSC Number: 125840
• DSSTox Substance ID: DTXSID20916578
• Wikidata: Q82887844
• Mol file: 94084-76-1.mol

Synonyms:6-(benzyloxy)nicotinic acid;94084-76-1;6-phenylmethoxypyridine-3-carboxylic acid;6-(benzyloxy)pyridine-3-carboxylic acid;NSC125840;6-benzyloxynicotinic acid;6-(benzyloxy)nicotinicacid;6-benzyloxy-nicotinic acid;SCHEMBL1221922;DTXSID20916578;GZIVKNLUMBURSC-UHFFFAOYSA-N;MFCD09730715;AKOS000141656;NSC-125840;TS-00589;CS-0195566;EN300-40450;E90223;Z240114934

Chemical Property of 6-(Benzyloxy)nicotinic acid

Chemical Property:

• Vapor Pressure: 3.99E-07mmHg at 25°C
• Boiling Point: 400.3°C at 760 mmHg
• Flash Point: 195.9°C
• PSA: 59.42000
• Density: 1.274g/cm³
• LogP: 2.35880
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

98%min ^*data from raw suppliers

6-(Benzyloxy)nicotinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=NC=C(C=C2)C(=O)O

Technology Process of 6-(Benzyloxy)nicotinic acid

There total 9 articles about 6-(Benzyloxy)nicotinic acid 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: 88.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + benzyl alcohol (100-51-6,185532-71-2) → 6-benzyloxypyridine-3-carboxylic acid (94084-76-1)

Guidance literature:

benzyl alcohol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

6-Chloro-3-pyridinecarboxylic acid; In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1002/ejoc.200700725

Reference yield: 88.0%

→ 6-benzyloxypyridine-3-carboxylic acid (94084-76-1)

Guidance literature:

Reference yield: 87.0%

2-(benzyloxy)-5-bromopyridine (83664-33-9) + carbon dioxide (124-38-9,18923-20-1) → 6-benzyloxypyridine-3-carboxylic acid (94084-76-1)

Guidance literature:

2-(benzyloxy)-5-bromopyridine; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h;

With water; sodium hydroxide;

DOI:10.1021/jm401808n

upstream raw materials:

6-Chloro-3-pyridinecarboxylic acid

benzyl alcohol

6-(benzyloxy)nicotinonitrile

6-hydroxy-3-pyridinecarboxylic acid

Refernces

• 1、 Faundez-Parraguez, Manuel,Farias-Rabelo, Nicolas,Gonzalez-Gutierrez, Juan Pablo,Etcheverry-Berrios, Alvaro,Alzate-Morales, Jans,Adasme-Carre?o, Francisco,Varas, Rodrigo,Bermudez, Isabel,Iturriaga-Vasquez, Patricio. "Neonicotinic analogues: Selective antagonists for α4β2 nicotinic acetylcholine receptors". . p. 2687 - 2694. Retrieved 2013/06/27.
• 2、 Perez, Ana,Gimeno, Nelida,Vera, Francisco,Ros, M. Blanca,Serrano, Jose Luis,De La Fuente, M. Rosario. "New H-bonded complexes and their supramolecular liquid-crystalline organizations". supporting information; experimental part. p. 826 - 833. Retrieved 2009/04/11.