thieno[2,3-b]pyridine-3-carbonitrile

Base Information

• Chemical Name: thieno[2,3-b]pyridine-3-carbonitrile
• CAS No.: 53399-38-5
• Molecular Formula: C8H4N2S
• Molecular Weight: 160.2
• Mol file: 53399-38-5.mol

Synonyms:thieno[2,3-b]pyridine-3-carbonitrile

Chemical Property of thieno[2,3-b]pyridine-3-carbonitrile

Chemical Property:

• PSA: 64.92000
• LogP: 2.16798

Purity/Quality:

95+% ^*data from raw suppliers

Thieno[2,3-b]pyridine-3-carbonitrile 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thieno[2,3-b]pyridine-3-carbonitrile

There total 5 articles about thieno[2,3-b]pyridine-3-carbonitrile 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: 95.0%

3-bromanylthieno[2,3-b]pyridine (28988-21-8) + copper(l) cyanide → thieno[2,3-b]pyridine-3-carbonitrile (53399-38-5)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 200 ℃; for 20h; Inert atmosphere;

Reference yield: 68.0%

sodium cyanide (143-33-9,25596-52-5) + copper(I) cyanide (544-92-3) + 3-aminothieno[2,3-b]pyridine (26579-54-4) → thieno[2,3-b]pyridine-3-carbonitrile (53399-38-5)

Guidance literature:

3-aminothieno[2,3-b]pyridine; With hydrogenchloride; sodium nitrite; at 5 ℃; for 2h;

sodium cyanide; copper(I) cyanide; With sodium hydrogencarbonate; In water; for 3h; pH=7; Further stages.; Heating;

DOI:10.1016/j.bmc.2007.08.005

Reference yield:

3-bromanylthieno[2,3-b]pyridine (28988-21-8) → thieno[2,3-b]pyridine-3-carbonitrile (53399-38-5)

Guidance literature:

With copper(l) cyanide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 5h; Inert atmosphere;

upstream raw materials:

3-bromanylthieno[2,3-b]pyridine

copper(I) cyanide

sodium cyanide

3-aminothieno[2,3-b]pyridine

Downstream raw materials:

thieno[2,3-b]pyridine-3-carbaldehyde

Refernces

• 1、 Jia, Hong,Dai, Guangxiu,Weng, Jianyang,Zhang, Zhulin,Wang, Qing,Zhou, Feng,Jiao, Longxian,Cui, Yumin,Ren, Yongxin,Fan, Shiming,Zhou, Jinghong,Qing, Weiguo,Gu, Yi,Wang, Jian,Sai, Yang,Su, Weiguo. "Discovery of (S)-1-(1-(Imidazo[1,2- a ]pyridin-6-yl)ethyl)-6-(1-methyl-1 H -pyrazol-4-yl)-1 H -[1,2,3]triazolo[4,5- b ]pyrazine (Volitinib) as a Highly Potent and Selective Mesenchymal-Epithelial Transition Factor (c-Met) Inhibitor in Clinical Development for Treatment of Cancer". . p. 7577 - 7589. Retrieved 2014/12/11.
• 2、 -. "CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR". . . Retrieved 2011/07/30.