Month: December 2020

Synthetic Route of 143879-77-0, 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 143879-77-0 as follows.

a) 6-FLUORO-3-NITRO-2-PHERZOXYBENZONITRILE AND 2 FLUORO-3-NITRO-6-PHENOXYBENZONITRILE 2, 6-Difluoro-3-nitro-benzonitrile (10 g) and phenol (5.1 g) were dissolved in dimethylformamide (80 mL). Sodium hydride (60% in mineral oil) (2.2 g) was added and the mixture stirred for 10 h at room temperature under nitrogen. Both regioisomers were formed in a 2: 1 ratio in favour of the 2-phenoxy substituted desired product. Isopropyl alcohol was cautiously added followed by dilute hydrochloric acid (2M). The resulting solution was extracted with dichloromethane and the combined organic extracts washed with water. The organic phase was washed with brine, dried (magnesium sulphate), filtered and concentrated in vacuo. The residue obtained (9.7 g) was used in subsequent reaction without further purification. GCMS m/z = 258 [(M+ )]

According to the analysis of related databases, 143879-77-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2004/113303; (2004); A1;,
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Synthetic Route of 57381-34-7, The chemical industry reduces the impact on the environment during synthesis 57381-34-7, name is 5-Chloro-2-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Preparation 10: 1-[5-Chloro-2-(4-methyl-piperazin-1-yl)-phenyl]-ethanone; STEP A; A mixture of 5-chloro-2-fluoro-benzonitrile (500 mg, 3.21 mmoi), K2CO3 (1.32 g, 9.64 mmol) and 1-methyi-piperazine (482 mg, 4.81 mmoi) in DMSO (6.4 ml) was stirred at 100C for 6 h and then partitioned between water and Et2O. The organic phase was dried over Na2SO4 and evaporated in vacuo. The crude mixture was purified by column chromatography (eluent: DCM/MeOH/NH4OH 98:2:0.1) to give 660 mg of 5-chloro-2-(4-methyl-piperazin-1-yl)-benzonitrile. Y= 87%

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, 5-Chloro-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DAC S.R.L.; WO2007/113249; (2007); A2;,
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Reference of 243128-37-2, 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. 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 98; 4-Fluoro-3-methoxy-benz lamine; Add 4-fluoro-3-methoxy-benzonitrile (2 g, 0. 01 mol), 10% palladium on carbon (0.400 g) and glacial acetic acid (120 ml) to a pressure vessel. Purge the reaction vessel with nitrogen, purge the reaction vessel with hydrogen, pressurize the reaction mixture with hydrogen (415 Kpa), seal the vessel, and agitate the reaction. After 8 hours stop the agitation, vent the excess hydrogen from the vessel and purge the vessel with nitrogen. Filter the reaction mixture to remove the 5% palladium on carbon and return the filtrate for product isolation. Concentrate the crude solution, re-dissolve in CH2C12 (80mL) and washe with 5N NaOH (35mL). Separate the organic and aqueous phases and extract the aqueous with additional CHUCK (20mL). Combine the organic solutions, dry, filter and concentrate to give the crude material 2. 08g (100%). The title compound as the major product (Rf = 0.12, 10% MeOH/CH2C12) is used without further purification. MS (ES+) 156.1 (M+1) +. lH NMR (400MHz, CDC13) : 8 7. 01 (dd, 1H, J= 8.2, 11.4), 6.95 (dd, 1H, J = 2. 1,8. 4), 6.80 (m, 1H), 3.89 (s, 3H), 3.82 (s, 2H), 1.54 (br s, 2H).

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methoxybenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
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Application of 103146-25-4,Some common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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.

Experiment 38; A range of experiments were conducted examining the resolution of diol with (+)-(S,S)-DTT. The general procedure is described below, and the details and results for each reaction are in table 1.Racemic diol (20 g, 58.4 mmol) was dissolved in approximately half of the solvent used for the experiment at 40 C. (+)-(S,S)-DTT.H2O (quantity specified in the table) was added as a solution in the other half of the solvent. The solution was held at 40 C. and was seeded within two minutes with crystals of (S)-diol.?(+)-(S,S)-DTT (approximately 5 mg). Crystallization typically began within 5-10 minutes after seeding. After 2 h at 40 C., the temperature of the solution was lowered to 20 C. over 2 h, and the solution was held at this temperature for a further 1 h. The product was then separated by filtration, washed with the appropriate solvent (2¡Á20 mL) and dried overnight at 60 C. under reduced pressure.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; US2009/69582; (2009); A1;,
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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. 5414-21-1, name is 5-Bromovaleronitrile, A new synthetic method of this compound is introduced below., Computed Properties of C5H8BrN

Exemplary compound 10 was prepared according to a synthetic scheme shown in FIG. 2. The synthetic procedures for preparing compound 10 are described in?Probes for Narcotic Receptor Mediated Phenomena. 34. Synthesis and Structure- Activity Relationships of a Potent mu-Agonist d-Antagonist and an Exceedingly Potent Antinociceptive in the Enantiomeric C9-Substituted 5-(3-Hydroxyphenyl)-N-phenylethylmorphan Series?, J. Med. Chem. 2007, 50, 3765-3776.

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; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; RICE, Kenner Cralle; JACOBSON, Arthur E.; LI, Fuying; GUTMAN Eugene S.; BOW, Eric W.; (99 pag.)WO2019/182950; (2019); A1;,
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Application of 1147558-43-7, 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. 1147558-43-7, name is 4-Amino-3-chloro-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Chloro-5-fluoro-4-nitrobenzonitrile Sodium perborate tetrahydrate (131 g, 851 mmol) in acetic acid (200 mL) was heated to 60 C. A solution of 4-amino-3-chloro-5-fluorobenzonitrile (29.02 g, 170 mmol) in acetic acid (500 ml.) was added dropwise and the reaction was stirred at 60 C for 16 h. The LCMS the indicated the reaction showed -50% conversion. Additional sodium perborate tetrahydrate (14.4 g) was added and the reaction stirred at 70 C for 2 h. Then additional sodium perborate tetrahydrate (70 g) was added and the reaction was stirred at 80 C for 5 h, followed by RT for 2 days. The reaction was then poured into ice water and extracted with EtOAc (3x). The combined organic extracts were washed with H20 (2x), brine, dried over MgS04 and concentrated. When most of the acetic acid was evaporated, water was added to the residue. The orange precipitate was collected by filtration, washed with H20 and air dried to give the crude product as an orange solid. NMR showed the product contaminated with -10% of starting material. This product was used without any further purification.

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, 4-Amino-3-chloro-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2012/174342; (2012); A1;,
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Synthetic Route of 151-18-8, These common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, 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.

Example 483 N-(3-(((2-cyanoethyl)amino)carbonyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)-6-methylpyridine-3-carboxamide To a solution of 4-(((6-methylpyridin-3-yl)carbonyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid obtained in Reference Example 56 (0.66 g, 2.0 mmol) and 3-aminopropionitrile (0.18 ml, 2.4 mmol) in DMF (15 ml), WSC (0.41 g, 2.4 mmol) and HOBt (0.32 g, 2.4 mmol) were added, and the mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, passed through a small amount of silica gel and evaporated under reduced pressure. Diethyl ether was added to the precipitated crystals, and the crystals were collected by filtration to give the title compound (0.60 g, yield 86%) as crystals. melting point 118-120 C. 1H-NMR (CDCl3): delta 1.55-1.80 (3H, m), 2.00-2.15 (2H, m), 2.15-2.30 (1H, m), 2.64 (3H, s), 2.74 (2H, t, J=6.6 Hz), 3.65-3.80 (3H, m), 4.00-4.15 (1H, m), 5.36 (1H, dd, J=9.3, 2.1 Hz), 7.26 (1H, d, J=7.5 Hz), 7.20-7.30 (1H, m), 8.07 (1H, dd, J=8.4, 2.7 Hz), 8.50 (1H, s), 9.09 (1H, d, J=2.7 Hz), 10.34 (1H, s).

Statistics shows that 3-Aminopropanenitrile is playing an increasingly important role. we look forward to future research findings about 151-18-8.

Reference:
Patent; Tsukamoto, Tetsuya; Yamamoto, Takeshi; Tokunoh, Ryosuke; Kawamoto, Tomohiro; Okura, Masahiro; Kori, Masakumi; Murase, Katsuhito; US2009/156582; (2009); A1;,
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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. 198633-76-0, name is 2-Fluoro-6-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 198633-76-0

To a cooled (0 0C) solution of 2-fluoro-6-methylbenzonitrile (5.0 g, 37 mmol) in 100 r¡ãL of concentrated H2SO4 was added NBS (6.93 g, 38.9 mmol). Then the mixture was stirred at 0 0C for 3 hrs and poured into ice-water (1 L). The solution was extracted three times with EtOAc(200 mL) and the combined orgianc layers were washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel fash chromatography to give 3-bromo-6-fluoro-2-methylbe?zonitrile.1H-NMR (400 MHz, CDCl3) S ppm 7.71-7.74 (m, IH), 6.95 (t, J=8.6 Hz, IH), 2.62 (s, 3H).

According to the analysis of related databases, 198633-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; TEUMELSAN, Nardos, H.; YANG, Lihu; ZHU, Yuping; WALSH, Shawn, P.; WO2010/129379; (2010); A1;,
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Electric Literature of 40497-11-8,Some common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask. The prepared diazonium salt solution was dropped into the flask. The reaction was complete for 2 h. Adding aqueous ammonia, adjust the pH to 9-10. Reaction at room temperature for 2h. After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane. The organic layer was washed with water (2 x 30 mL), washed with saturated sodium chloride solution (1 x 40 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 1.18 g of product, yield 53.5%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2,3-dicyanopropanoate, its application will become more common.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Guan, Xilin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (14 pag.)CN105601632; (2016); A;,
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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. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-3-fluorophenylacetonitrile

A solution of 2-(4-bromo-3-fluorophenyl)acetonitrile (0.78 g, 3.64 mmol) in H2SO4 (5 mL) and H20 (5 mL) was stirred at 100 C for 16 h. After LCMS analysis showed the starting material had disappeared, the mixture was dissolved in H20 (20 mL) and extracted by EA (20 mL). The organic layer was dried over Na2S04, filtered and concentrated to yield a white solid of 2-(4- bromo-3-fluorophenyl)acetic acid (0.7 g, 2.046 mmol, 56.1% yield): l NMR (400 MHz, CD3OD) 5 7.53 (t, J= 7.8 Hz, 1H), 7.16 (dd, J =9.8, 1.9 Hz, 1H), 7.02 (d, J= 8.0 Hz, 1H), 3.61 (s, 2H).

The synthetic route of 499983-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
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