5-(Benzyloxy)picolinonitrile

Base Information

• Chemical Name: 5-(Benzyloxy)picolinonitrile
• CAS No.: 78760-60-8
• Molecular Formula: C13H10 N2 O
• Molecular Weight: 210.235
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80574658
• Nikkaji Number: J2.672.245D
• Wikidata: Q82463790
• Mol file: 78760-60-8.mol

Synonyms:5-(BENZYLOXY)PICOLINONITRILE;78760-60-8;5-(Benzyloxy)pyridine-2-carbonitrile;5-phenylmethoxypyridine-2-carbonitrile;5-Benzyloxypyridine-2-carbonitrile;5-(PHENYLMETHOXY)-2-PYRIDINECARBONITRILE;SCHEMBL11340324;DTXSID80574658;MFCD11977436;AKOS016001735;MB11441;AS-59345;CS-0156155;C76520;A839487

Chemical Property of 5-(Benzyloxy)picolinonitrile

Chemical Property:

• Boiling Point: 405.7±30.0 °C(Predicted)
• PKA: -4.10±0.10(Predicted)
• PSA: 45.91000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 2.53228
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 210.079312947
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

5-(Benzyloxy)picolinonitrile 95+% ^*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=CN=C(C=C2)C#N

Technology Process of 5-(Benzyloxy)picolinonitrile

There total 3 articles about 5-(Benzyloxy)picolinonitrile 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: 91.0%

2-cyano-5-iodopyridine (41960-47-8) + benzyl alcohol (100-51-6,185532-71-2) → 5-(benzyloxy)pyridine-2-carbonitrile (78760-60-8)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; cesium bicarbonate; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo801501e

Reference yield: 85.0%

5-hydroxypyridine-2-carbonitrile + benzyl bromide (100-39-0) → 5-(benzyloxy)pyridine-2-carbonitrile (78760-60-8)

Guidance literature:

5-hydroxypyridine-2-carbonitrile; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 66 ℃; for 1h;

Reference yield: 80.2%

2-Cyano-5-bromopyridine (97483-77-7) + benzyl alcohol (100-51-6,185532-71-2) → 5-(benzyloxy)pyridine-2-carbonitrile (78760-60-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.416667h;

upstream raw materials:

2-cyano-5-iodopyridine

benzyl alcohol

benzyl bromide

2-Cyano-5-bromopyridine

Downstream raw materials:

5-benzyloxypyridine-2-carboxamidine

amino-(5-benzyloxypyridin-2-yl)methylene-carbamic acid tert-butyl ester

1-(5-(benzyloxy)pyridin-2-yl)ethan-1-one

Refernces

• 1、 -. "AMIDINE SUBSTITUTED BETA - LACTAM COMPOUNDS, THEIR PREPARATION AND USE AS ANTIBACTERIAL AGENTS". Paragraph 00482; 00483. . Retrieved 2013/08/15.