Category: 52133-67-2

Electric Literature of 52133-67-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Hydroxybenzamidine hydrochloride (15.2 g) was dissolved in absolute ethanol (520 ml.) and a part of the ethanol (370 ml.) was subsequently distilled off again. More absolute ethanol (370 ml.) was added to this receiving solution, together with DBU (30 ml_), 2-cyano-4,4-diethoxy-butyric acid ethyl ester (40.0 g) and triethyl amine (26 ml_). The resulting mixture was heated until reflux and further refluxed for 45 hours (“hrs”). Most of the solvent (430 ml.) was then distilled off while the remainder was allowed to cool to 50 0C. An aqueous solution of hydrochloric acid (2.3 M, 229 ml.) was added dropwise, then the reaction mixture was allowed to cool to ambient temperature and stirring was continued for 1 hr. The resulting precipitate was filtered off, washed with water (3 x 100 ml.) and dried in vacuo at 40 0C to yield 16.0 g 2-(4-hydroxy-phenyl)-7/-/-pyrrolo[2,3-d]pyrimidin-4-ol

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 2-cyano-4,4-diethoxybutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SOLVAY PHARMACEUTICALS GMBH; WO2009/153261; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 52133-67-2, A common heterocyclic compound, 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, molecular formula is C11H19NO4, 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.

To a solution of sodium ethoxide (210 mL, 563 mmol; 21 percent in EtOH) in absolute EtOH (290 mL) were added ethyl-2-cyano-4,4-diethoxybutanoate (45 g, 281 mmol) and 2,2- dimethyl-propionamidine (59 g, 256 mmol) and heated to reflux for 12 h. The mixture was concentrated, the residue was diluted with water (100 mL) and acidified (pH 6-7) with aqueous 2N HC1 solution. The precipitate was filtered, dried under vacuum and dissolved in EtOH (100 mL). H2S04 (10 mL) was added at 0 ¡ãC and the mixture was heated to reflux for 2 h. After cooling to 25 ¡ãC the solution was made basic (pH~8-9) with NH3 aq.. The precipitate was filtered and dried under vacuum to yield 2-tert-butyl-l, 7-dihydro-pyrrolo [2,3-d]pyrimidin-4-one (18 g, 47percent) as white solid which was used in the next step without further purification. MS(m/e): 192 (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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/177527; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, molecular formula is C11H19NO4, 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. name: Ethyl 2-cyano-4,4-diethoxybutyrate

Compound 44 (2.5 g, 10.7 mmol) and 2-cyano-4,4-diethoxy-butyric acid ethyl ester (3.2 g, 13.0 mol) were suspended in 15 mL of sodium ethoxide solution (2.8 g of sodium dissolved in 60 mL of ethanol), and the reaction mixture irradiated with microwave at 140 0C for 30 min. TLC (DCM: MeOH = 10:1) showed the starting material was reacted completely. The reaction mixture was cooled and evaporated under reduced pressure to get the residue, which was dissolved in a mixture of water (20 mL) and EtOAc (20 mL). The aqueous layer was extracted with EtOAc (20 mL x 3). The combined organic layers were washed with water and brine, dried over sodium sulfate, and concentrated to afford the title compound (4.0 g, 90percent) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 52133-67-2, its application will become more common.

Reference:
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The chemical industry reduces the impact on the environment during synthesis 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, I believe this compound will play a more active role in future production and life. 52133-67-2

To the 250 mL round bottomed flask containing 14.2 g (61.8 mmol) of ethyl 2,2-diethoxy cyanoacetate was added 110 mL of absolute ethanol followed by 28 mL of sodium ethoxide (21percent, 75.0 mmol). Thiourea (5.7 g, 74.5 mmol) was added all at once and the mixture was heated to 95¡ãC and refluxed overnight. The mixture was then cooled to room temperature and concentrated. Water (250 mL) was added and the aqueous layer was washed with diethyl ether (3 x 250 mL). The aqueous layer was then neutralized with acetic acid (1 eq.) and the precipitate was filtered. The yellow solid was dried under vacuum over P2O5 overnight to give 9.2 g (35.5 mmol, 57percent) of crude product. 1H-NMR (DMSO, 600 MHz): sigma 1.07 (t, 6H, J = 7.2 Hz), 2.43 (d, 2H, J = 5.4 Hz), 3.37 – 3.43 (m, 6H), 3.56 – 3.61 (m, 2H), 4.50 (t, 1H, J = 5.4 Hz), 6.07 (s, 2H), 11.5 (br s, 1H), 11.7 (br s, 1H). 13C-NMR (DMSO, 150 Mz): sigma 15.4, 27.9, 61.9, 85.7, 101.7, 151.9, 161.8, 172.9. HRMS (FAB): expected for C10H18N3O3S (M+H)+: 260.10634. Found: 260.10640. IR(neat): vmax 3342, 3219, 2973, 2879, 1563 cm-1.

The chemical industry reduces the impact on the environment during synthesis 52133-67-2. I believe this compound will play a more active role in future production and life.

Reference:
Article; Kim, Jiae; Wang, Ligong; Li, Yongfeng; Becnel, Kimberlynne D.; Frey, Kathleen M.; Garforth, Scott J.; Prasad, Vinayaka R.; Schinazi, Raymond F.; Liotta, Dennis C.; Anderson, Karen S.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 12; (2012); p. 4064 – 4067;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

52133-67-2, The chemical industry reduces the impact on the environment during synthesis 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, I believe this compound will play a more active role in future production and life.

The synthesis of target compound 3 (Scheme 1C), started with the synthesis of a reported method for compound i.?3 2-Bromo-i,i-diethoxyethane (compound 10) was reacted with ethyl2-cyanoacetate to obtain compound 1 lwhich was cyclized to compound 12 using acetamidine hydrochloride under basic conditions. Chlorination of compound 12 using POC13 provided compound 13 in 80% yield. Displacement of the chloride of compound 13 with 4-methoxy-N- methyl aniline (compound 14) and catalytic amounts of HC1 in isopropanol, provided compound1. Methylation of compound 1 with Mel under basic conditions afforded compound 3 in 85% yield. The synthesis of target compound 5 (Scheme 1C), involved N-formylation of 4-methoxy- 2-methylanline (compound 15) to afford compound 16 in 70% yield. LAH reduction of compound 16 provided substituted aniline compound 17. Displacement of the chloride of compound 13 with anilines (compounds 15 and 17) and catalytic amounts of HC1 in isopropanol provided compounds 4 and 5 (75% and 70% respectively).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-cyano-4,4-diethoxybutyrate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DUQUESNE UNIVERSITY OF THE HOLY SPIRIT; GANGJEE, Aleem; (91 pag.)WO2016/22890; (2016); A1;,
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. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, This compound has unique chemical properties. The synthetic route is as follows., 52133-67-2

To a microwave reaction tube was charged with 37 (1.1 g, 5.0 mmol), 2-cyano-4,4- diethoxy-butyric acid ethyl ester (1.7 g, 7.4 mmol) and NaOMe (25percent by wt in MeOH; 10 mL). The reaction tube was sealed and the solution irradiated with microwave at 150 0C for 30 min. After cooling to room temperature, the mixture was concentrated. The residue was taken up in water (10 mL) and the pH adjusted to 1 with 6M of HCl. The resulting solution was stirred at room temperature for 25 min and then the pH adjusted to 9 with concentrated NH4OH. The resulting solid was filtered, washed with water and dried under high vacuum to afford the title compound as a grey solid (1.5 g, 94percent). The material was used in the next step without purification.[0234] 1H NMR (500 MHz, DMSO-J6) delta 2.25 (s, 3H), 5.07 (s, 2H), 6.29 (dd, J = 3.0, 2.2 Hz, IH), 6.75 (t, J = 2.7 Hz, IH), 6.76 (d, J = 0.7 Hz, IH), 7.09-7.15 (m, 3H), 7.60 (d, J = 8.5 Hz, 2H), 8.71 (s, IH), 10.28 (br s, IH), 11.36 (s, IH) MS (ES+): m/z 321 (M+H)+

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; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

52133-67-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Method AJ: 2-(Pyridin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ol (xliii) To a solution of nicotinimidamide (5.03 g, 41.6 mmol, 1.2 eq.) in EtOH (100 mL), was added NaOMe (4.8 g, 88.8 mmol, 2.5 eq.). The mixture was stirred at room temperature for 4 h. The reaction mixture was added to ethyl 2-cyano-4,4-diethoxybutanoate (8.00 g, 34.9 mmol, 1 eq.). This mixture was stirred at 105¡ã C. overnight. After cooling, the reaction mixture was acidified with conc. HCl and stirred at room temperature for 2 h. A precipitate formed and was collected and washed with H2O (20 mL*2). After lyophilization, 3.10 g of product was obtained as a gray yellow solid (yield 41.8percent). LCMS m/z=213.1 (M+1) (Method B) (retention time=1.07 min). 1H NMR (400 MHz, DMSO-d6): delta 12.26 (s, 1H), 12.04 (s, 1H), 9.23 (d, J=1.6 Hz, 1H), 8.70 (dd, J=4.8, 1.2 Hz, 1H), 8.43-8.40 (m, 1H), 7.55 (dd, J=8.0, 4.8 Hz, 1H), 7.12 (d, J=1.6 Hz, 1H), 6.51 (d, J=2.8 Hz, 1H).

The synthetic route of Ethyl 2-cyano-4,4-diethoxybutyrate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzuki, Masaki; Kondo, Kazumi; Kurimura, Muneaki; Valluru, Krishna Reddy; Takahashi, Akira; Kuroda, Takeshi; Takahashi, Haruka; Fukushima, Tae; Miyamura, Shin; Ghosh, Indranath; Dogra, Abhishek; Harriman, Geraldine; Elder, Amy; Shimizu, Satoshi; Hodgetts, Kevin J.; Newcom, Jason S.; US2015/307477; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts