2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)

Base Information

• Chemical Name: 2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)
• CAS No.: 337904-76-4
• Molecular Formula: C9H10 N2
• Molecular Weight: 146.192
• Hs Code.: 2933399990
• Mol file: 337904-76-4.mol

Synonyms:6-Isopropylpyridine-2-carbonitrile

Chemical Property of 2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)

Chemical Property:

• Boiling Point: 226.6±28.0 °C(Predicted)
• PKA: 0.29±0.10(Predicted)
• PSA: 36.68000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 2.07668
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Cyano-6-isopropylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI)

There total 8 articles about 2-Pyridinecarbonitrile,6-(1-methylethyl)-(9CI) 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: 74.0%

2-isopropylpyridine N-oxide (65257-53-6) + trimethylsilyl cyanide (7677-24-9) → 6-isopropylpyridine-2-carbonitrile (337904-76-4)

Guidance literature:

2-isopropylpyridine N-oxide; trimethylsilyl cyanide; In 1,2-dichloro-ethane; at 20 ℃; for 0.0833333h;

With N,N-diethylcarbamyl chloride; In 1,2-dichloro-ethane; at 20 ℃; for 48h;

Reference yield: 60.0%

isopropylmagnesium chloride (1068-55-9) + 6-chloro-pyridine-2-carbonitrile (33252-29-8) → 6-isopropylpyridine-2-carbonitrile (337904-76-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; iron(III)-acetylacetonate; In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.201601097

Reference yield: 41.0%

2-isopropylpyridine (644-98-4) + trimethylsilyl cyanide (7677-24-9) → 2-isopropylisonicotinonitrile (33538-10-2) + 6-isopropylpyridine-2-carbonitrile (337904-76-4)

Guidance literature:

2-isopropylpyridine; With trifluoromethylsulfonic anhydride; In chloroform; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

trimethylsilyl cyanide; In chloroform; at 60 ℃; for 3h; Inert atmosphere; Sealed tube;

With 4-methyl-morpholine; In chloroform; at 60 ℃; for 17h; Overall yield = 58 %; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201703931

upstream raw materials:

2-isopropylpyridine N-oxide

trimethylsilyl cyanide

2-Ethylpyridine

2-isopropylpyridine

Downstream raw materials:

2-acetyl-6-isopropylpyridine

6-isopropylpicolinic acid

(6-isopropyl-2-pyridyl)methanol

2-[1-(2,6-diisopropylphenylimino)ethyl]-6-isopropylpyridine N-oxide

Refernces

• 1、 Qi, Xiaoxu,Chen, Chaohuang,Hou, Chuanqi,Fu, Liang,Chen, Pinhong,Liu, Guosheng. "Enantioselective Pd(II)-Catalyzed Intramolecular Oxidative 6- endo Aminoacetoxylation of Unactivated Alkenes". . p. 7415 - 7419. Retrieved 2018/06/08.
• 2、 Elbert, Bryony L.,Farley, Alistair J. M.,Gorman, Timothy W.,Johnson, Tarn C.,Genicot, Christophe,Lallemand, Bénédicte,Pasau, Patrick,Flasz, Jakub,Castro, José L.,MacCoss, Malcolm,Paton, Robert S.,Schofield, Christopher J.,Smith, Martin D.,Willis, Michael C.,Dixon, Darren J.. "C?H Cyanation of 6-Ring N-Containing Heteroaromatics". supporting information. p. 14733 - 14737. Retrieved 2017/10/07.