Category: 10406-25-4

Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C8H8N2

General procedure: To a solution of benzylamine (0.6 mmol), indole (1.0 mmol) and CuI (0.1 mmol ) in CH3CN (1 mL) was added TEMPO (0.15 mmol) under atmosphere and the mixture was stirred at room temperature for overnight. The reaction mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluent: EtOAc/PE = 1:4) to yield the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10406-25-4, its application will become more common.

Reference:
Article; Liao, Meixiang; Zhang, Xiaoyun; Yue, Pengfei; Synthetic Communications; vol. 48; 13; (2018); p. 1694 – 1700;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 10406-25-4, These common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A sealed tube is charged with 7-chloro-5-(1 -methyl- 7 – -indol-6-yl)-quinoxaline (60.00 mg; 0.20 mmol; 1.0 eqr.) (Intermediate 4), 1-pyridin-3-yl-ethylamine (0.05 ml0.41 mmol; 2.0 eqf.), NaOtBu (58.77 mg; 0.61 mmol; 3.00 eqf.) and toluene (2.0 ml_). RM is purged with argon and then BINAP (25.39 mg; 0.04 mmol; 0.20 eqf.) and Pd2(dba)3 (18.67 mg; 0.02 mmol; 0.10 eq.) are added. RM is sealed and heated at 1 10C for 16 h. After this time, the mixture is filtered through a Celite pad and the filtrate is diluted with EtOAc and extracted with water. Combined organic phases are washed with brine, dried over Na2S04. Solvent is evaporated and the residue is purified by FCC (hexane/EtOAc; gradient). [8-(1 -Methyl- 7H-indol-6-yl)-quinoxalin-6-yl]-(1 – pyridin-3-yl-ethyl)-amine is obtained as a yellow powder (60.00 mg; yield 79%; 97% by HPLC).

Statistics shows that 4-(Aminomethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 10406-25-4.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, A new synthetic method of this compound is introduced below., Product Details of 10406-25-4

4-(Aminomethyl)benzonitrile (25.09 g, 0.149 mol) and L-cysteine (18.1 g, 0.149 mol) were suspended in 500 mL MeOH and pH 6.4 buffer solutions (1 : 1) and stirred for 3 days at RT. Triethylamine (30 mL) was added to the mixture and Boc20 (68 g, 0.31mol) was added to this mixture and stirred for 2 h. The solvents were removed and filtered to yield white solid (R)-2-(4-((?ri-butoxycarbonylamino)methyl)phenyl)-4,5-dihydrothiazole-4- carboxylic acid (38.4 g, 76.8%). Compound 67a was obtained from this acid following the same method as used for 38d. Yield: 84.4 %. 1H NMR (500 MHz, CDC13) delta 7.75 – 7.77 (d, 2 H, J = 7.5 Hz), 7.27 – 7.26 (d, 2 H, J = 7.5 Hz), 7.23 (s, 1 H), 5.62 (br, 1 H), 4.87 (br, 1 H), 4.30 (br, 2 H), 3.86 (s, 3 H), 3.78 (t, J = 10.0 Hz, 1 H), 3.48 – 3.4 (m, 1 H), 3.25 (s, 3 H), 1.42 (s, 9 H). MS (ESI) m/z 402.1(M + Na)+, 378.0 (M – H)-.

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; DALTON, James, T.; MILLER, Duane, D.; AHN, Sunjoo; CHEN, Jianjun; DUKE, Charles; LI, Chien-ming; LI, Wei; LU, Yan; WANG, Zhao; WO2011/109059; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 10406-25-4,Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Carborane-1-carboxylic acid (1.0 equiv) and COMU (1.1 equiv) dissolved in DMF, acetone or ethylacetate were reacted with the amine (1.2 equiv) and N,N-diisopropylethylamine (DIPEA, 2.0 equiv) dissolved in DMF, acetone or ethylacetate for 25minat room temperature and purified using the eluent ratio given below. Synthetic details of the optimized procedure in DMF and analytical data of compounds not listed below have recently been reported [33].

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Scholz, Matthias S.; Wingen, Lukas M.; Brunst, Steffen; Wittmann, Sandra K.; Cardoso, Ian L.A.; Weizel, Lilia; Proschak, Ewgenij; European Journal of Medicinal Chemistry; vol. 185; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 10406-25-4

General procedure: In a stainless reactor bomb, the corresponding aliphatic amine (1.0mmol), 1c (0.50 mol%), K2CO3 (5.0 mol%), and MeOH (1.0 mL) were placed. Then, the reactor was sealed with a stainless stopper, and the mixture was stirred under indicated conditions. After removing MeOH under reduced pressure, the products were isolated by silicagel column chromatography.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 10406-25-4.

Reference:
Article; Toyooka, Genki; Tuji, Akiko; Fujita, Ken-Ichi; Synthesis; vol. 50; 23; (2018); p. 4617 – 4626;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10406-25-4 as follows. HPLC of Formula: C8H8N2

(3) 0.1 g of intermediate C was added3, With the raw material0.1g in THF as a solvent at room temperature for 3h, the intermediate D-AWY113, yield 66%; specific reaction equation is as follows:

According to the analysis of related databases, 10406-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong University of Technology; Zhao, Suqing; Jiang, Zhengyun; Wu, Panpan; Zhang, Kun; Hong, Weiqian; Cui, Xiping; Chen, Yingshan; Hu, Qingqing; Jiao, Luoying; Xia, Nana; Chen, Ding; (21 pag.)CN106083742; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 10406-25-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10406-25-4 name is 4-(Aminomethyl)benzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A mixture of TBPB (1 mmol) and requisite aq NH3 or amine (1.1mmol) were charged in a round-bottom flask. The reaction mixture was stirred at r.t. for the indicated time, and progress of the reaction was monitored by TLC/GC. The crude product was directly purified by column chromatography (silica gel, 100-200 mesh, PE-EtOAc) to provide the desired pure product. The identity of the compound was confirmed by 1H NMR and 13C NMR spectroscopic methods.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Aminomethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Yadav, Dilip Kumar T.; Bhanage, Bhalchandra M.; Synlett; vol. 26; 13; (2015); p. 1862 – 1866;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 10406-25-4, name is 4-(Aminomethyl)benzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 10406-25-4, Recommanded Product: 4-(Aminomethyl)benzonitrile

1. Model canadense amide quinones (DCA – CONH – 02) preparation, comprising the following steps:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Aminomethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong University of Technology; Zhao Suqing; Zhang Bingjie; Feng Dongyan; Fang Yinglin; Wu Ke; Ling Huaying; Tan Qiting; Chen Yanting; Yang Yang; Zhao Jiawei; Ma Zhuolin; Hong Weiqian; (24 pag.)CN109651183; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

10406-25-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, A new synthetic method of this compound is introduced below.

Pyridin-3-ylmethanol (0.546 g, 5 mmol) in THF (2ml) was added to a suspension of 1 , 1 ‘-carbonyldiimidazole (0.81 1 g, 5.00 mmol) in THF (8ml) at 10 C. The mixture was stirred for 1 h at rt. The resultant solution was added to the solution of 4-(aminomethyl)benzonitrile (0.661 g, 5.00 mmol), DBU (0.754 ml_, 5.00 mmol), and Et3N (0.697 ml_, 5.00 mmol) in THF (10 ml). The reaction mixture was stirred at rt overnight. The solvent was removed under reduced pressure, and the residue was partitioned between EtOAc and water. The organic layer was separated, washed with water and brine, dried over MgS04, filtered, and concentrated under reduced pressure. The residue was recrystallized in EtOAc/hexanes to afford the title compound as a white solid (0.85 g, 63%). 1H NMR (400 MHz, DMSO-d6) delta 8.62 (s, 1 H), 8.57 (d, J = 3.91 Hz, 1 H), 8.03 (t, J = 5.87 Hz, 1 H), 7.75 – 7.89 (m, 3H), 7.40 – 7.52 (m, 3H), 5.12 (s, 2H), 4.32 (d, J = 6.07 Hz, 2H). LCMS: fR = 0.44 min, 88%.. MS (ESI): m/z 268 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GLAXOSMITHKLINE LLC; TEMPERO PHARMACEUTICALS, INC.; GHOSH, Shomir; LOBERA, Mercedes; TRUMP, Ryan, Paul; ZHANG, Cunyu; CHEN, Peiling; WO2013/66835; (2013); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., 10406-25-4

EXAMPLE 1 13.2 g of p-cyanobenzylamine was added dropwise to 200 ml of water and 15.8 g of potassium permanganate with vigorous stirring at room temperature over 20 minutes. The mixture was adjusted to pH 1 by sulfuric acid and stirred at room temperature for 5 hours. The p-cyanobenzaldehyde obtained had a yield of 26% (on a basis of cyanobenzylamine compound, hereafter the same) determined by the analysis of high performance liquid chromatography.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Showa Denko K.K.; US6262292; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts