Nicotinonitrile, 5-vinyl- (6CI)

Base Information

• Chemical Name: Nicotinonitrile, 5-vinyl- (6CI)
• CAS No.: 100949-02-8
• Molecular Formula: C8H6 N2
• Molecular Weight: 130.149
• Mol file: 100949-02-8.mol

Synonyms:Nicotinonitrile,5-vinyl- (6CI); 5-Cyano-3-vinylpyridine; 5-Vinylnicotinonitrile

Chemical Property of Nicotinonitrile, 5-vinyl- (6CI)

Chemical Property:

• PSA: 36.68000
• LogP: 1.59628

Purity/Quality:

98%min ^*data from raw suppliers

5-ethenyl-3-Pyridinecarbonitrile 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Nicotinonitrile, 5-vinyl- (6CI)

There total 1 articles about Nicotinonitrile, 5-vinyl- (6CI) 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: 84.0%

5-bromopyridine-3-carbonitrile (35590-37-5) + tri-n-butyl(vinyl)tin (7486-35-3) → 5-vinylnicotinonitrile (100949-02-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 70 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.127966

Reference yield: 89.0%

5-vinylnicotinonitrile (100949-02-8) + 5-bromo-2-iodo-1,3-dimethyl-benzene (206559-43-5,260355-37-1) → (E)-5–(4-bromo-2,6-dimethylstyryl)nicotinonitrile

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 95 ℃; for 18h;

DOI:10.1016/j.bmcl.2021.127966

Reference yield: 74.0%

5-vinylnicotinonitrile (100949-02-8) → 5-formylpyridine-3-carbonitrile (70416-53-4)

Guidance literature:

5-vinylnicotinonitrile; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; at 0 ℃; for 3h;

With sodium periodate; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 12h;

upstream raw materials:

5-bromopyridine-3-carbonitrile

tri-n-butyl(vinyl)tin

Downstream raw materials:

5-formylpyridine-3-carbonitrile

5-(hydroxymethyl)pyridine-3-carbonitrile

5-(chloromethyl)nicotinonitrile hydrochloride

Refernces

• 1、 McDonald, Octerloney,Lackey, Karen,Davis-Ward, Ronda,Wood, Edgar,Samano, Vicente,Maloney, Patrick,Deanda, Felix,Hunter, Robert. "Aza-stilbenes as potent and selective c-RAF inhibitors". . p. 5378 - 5383. Retrieved 2006.
• 2、 -. "PYRIMIDINE DERIVATIVES AS INHIBITORS OF PD1/PD-L1 ACTIVATION". Paragraph 000170. . Retrieved 2019/05/22.