Author: Jessica.F

Electric Literature of 394-47-8, 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. 394-47-8, name is 2-Fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound B1 (5.00 g, 41.3 mmol) and phenol (5.80 g, 61.9 mmol) in DMA (50 mL) was added l8-crown-6 (1.10 g, 4.13 mmol) and K2C03 (11.4 g, 82.6 mmol), the reaction mixture was stirred at H0C for 16 hours to give a brown mixture. LCMS showed the reaction was complete. To the reaction mixture was added H20 (50 mL), the reaction mixture was extracted with EtOAc (50 mL x 3), the combined organic phase was washed with H20 (40 mL x 2) and brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give a brown oil, which was purified by Combi Flash to give compound B2 (9.80 g) as a yellow oil.

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, 2-Fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); 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. 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Methyl-2-nitrobenzonitrile

In a 1.0 L round bottomed flask, 12.375 g of the above nitrile and 12.30 grams of methyl-4-formylbenzoate were dissolved in 500 mL MeOH and 20.25 mL NaOMe was added. The reaction is allowed to stir for 96 hours, acidified with TFA to pH 4.0, chilled for 1 hour, filtered and washed with MeOH. Yield, 7.0 g; mp 266-269 C.; MS (FAB), (C17 H12 N2 O4), calcd, 308; found 309 (MH+).

The synthetic route of 64113-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nair, Madhavan G.; US2010/260825; (2010); 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. 362527-61-5, name is Ethyl 3-bromo-4-cyanobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H8BrNO2

STEP 1 : To a pressure vessel were added ethyl 3-bromo-4-cyanobenzoate (500 mg, 1.97 mmol), cesium carbonate (1.28 g, 3.94 mmol), pentan-3 -amine (688 uL, 5.90 mmol), XANTPHOS (1 14 mg, 0.20 mmol), tris(dibenzylideneacetone)dipalladium(0) (90 mg, 0.10 mmol), and dioxane (3 mL). The vessel was sealed and heated to 95 C for 15 h. After cooling to room temperature, the mixture was filtered through celite and the filter cake rinsed with ethyl acetate. The filtrate was then concentrated and the residue was purified by column chromatography (10% ethyl acetate in hexanes) to provide ethyl 4-cyano-3- (pentan-3-ylamino)benzoate (315 mg, 1.21 mmol, 61% yield) as a yellow syrup. 1H NMR (400 MHz, CDCl3): 7.43 (d, IH), 7.33 (s, I H), 7.25 (dd, IH), 4.44-4.35 (m, 3H), 3.48-3.40 (m ,1H), 1..72-1.48 (m ,4H), 1.40 (t, 3H), 0.96 (t, 6H); MS (EI) for Ci5H20N2O2: 261 (MH+).

The synthetic route of 362527-61-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; WO2009/55077; (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. 13989-82-7, name is 4-(Dimethylamino)butanenitrile, A new synthetic method of this compound is introduced below., Safety of 4-(Dimethylamino)butanenitrile

To a suspension of lithium aluminum hydride (LAH) (4.74 g, 120.90 mmol) in dry ether (100 ml) was added dropwise a solution of N-(3-cyanopropyl)-N,N-dimethylamine 321 (4.10 g, 36.61 mmol) in dry ether (50 ml) at 0 C. After complete addition, the reaction mixture was stirred for two hours while allowing the temperature to raise from 0 C. to room temperature. The reaction mixture was quenched with 2N NaOH at 0 C., and the resulting white suspension was filtered through Celite and washed with ether. The ether filtrate was dried over K2 CO3, filtered and concentrated in vacuo, yielding N,N-dimethyl-1,4-diaminobutane 322 as a colorless oil (2.5 g, 60% yield). 1 H NMR (400 MHz, CDCl3) delta: 1.43 (4H, m, –CH2 –CH2 –CH2 –CH2 –), 1.93 (2H, br s, –NH2), 2.16 (6H, s, –N(CH3)2), 2.21 (2H, t, –CH2 CH2 N), 2.66 (2H, t, –CH2 CH2 NH2).

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; Magainin Pharmaceuticals Inc.; US5721226; (1998); A;,
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Reference of 55984-93-5,Some common heterocyclic compound, 55984-93-5, name is 2-Methylterephthalonitrile, molecular formula is C9H6N2, 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 10?mL Pyrex tube equipped with a magnetic stir bar wascharged with 1,4?DCB (25.6 mg, 0.2 mmol), fac?Ir(ppy)3 (2.6mg, 2 molpercent) and DMSO (2 mL). The Pyrex tube was sealed with rubber plug and then deaerated by bubbling Ar for 15 min, then benzaldehyde (30.5 muL, 0.3 mmol) and DIPEA (52.4 muL, 0.3mmol) were added. The reaction system was irradiated with blue LEDs (lambda = 450 ± 10 nm) for 12 h at RT. When the reaction was complete, the aqueous solution was extracted with ethyl acetate (5 mL × 3). The organic extracts were combined, washed with brine and dried over anhydrous sodium sulfate.The solvent was removed under vacuum and the residue was purified by chromatography on silica gel (petroleum ether:ethyl acetate = 3:1) to afford the desired product.

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

Reference:
Article; Liu, Zan; Nan, Xiaolei; Lei, Tao; Zhou, Chao; Wang, Yang; Liu, Wenqiang; Chen, Bin; Tung, Chenho; Wu, Lizhu; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 39; 3; (2018); p. 487 – 494;,
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Adding a certain compound to certain chemical reactions, such as: 1246213-27-3, name is 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile, 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 1246213-27-3, name: 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile

To a stirred solution of compound 7 (20 g, 0.065 mol) in toluene (300 mL), was added drop wise DIBAH (80 mL, 1 M in toluene) at about -60 to -50 0C. After stirring for 2 hours, 6 N HCl (300 mL) was added to the reaction mixture and stirring was continued for 30 minutes. The organic layer was then separated, washed with 2 N HCl followed by a NaHCtheta3 solution, then a brine solution, dried over Na2SO4 and concentrated in vacuo to afford the compound 8 as an oil. The product was used in the next reaction without further purification. 1H NMR (CDCl3; 400 MHz) delta 9.61 (s), delta 7.36 (m), delta 7.25 (m), delta 6.87 (m), delta 5.06 (m), delta 1.43 (S), delta 1.33 (s).

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; VERTEX PHARMACEUTICALS INCORPORATED; DEMATTEI, John; LOOKER, Adam, R.; NEUBERT-LANGILLE, Bobbianna; TRUDEAU, Martin; ROEPER, Stefanie; RYAN, Michael, P.; YAP, Dahrika, Milfred Lao; KRUEGER, Brian, R.; GROOTENHUIS, Peter, D.J.; VAN GOOR, Frederick, F.; BOTFIELD, Martyn, C.; ZLOKARNIK, Gregor; WO2010/108162; (2010); A1;,
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Application of 25978-68-1, 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. 25978-68-1, name is Methyl 4-cyano-3-methylbenzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-cyano-3-methyl-benzoic acid methyl es­terfrom Example E2h.l (1.6g, 9.3mmol) in methanol (50ml) to 0C was treated with cobalt(II) chloride hexahydrate (5.1g, 18.6mmol). The mixture was stirred for 15min at room temperature then sodium borohydride (3.5g, 93mmol) was added portionwise. The reaction mixture was stirred for 90min then concentrated NH3 (5ml) was added drop-wise. The mixture was warmed up to room temperature over 30min, filtered through Celite filter agent, washed with methanol and the filtrate was concentrated in vacuo. The residue was purified by flash chromatog­raphy on silica gel (eluant; 1% 35% ammonia:10% metha­nol: 89% dichloromethane) to yield the title compound (670mg, 37%) .

The synthetic route of Methyl 4-cyano-3-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FERRING B.V.; WO2006/21213; (2006); A2;,
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Application of 64113-85-5, 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 64113-85-5 as follows.

2-cyanobiphenyl-4-carboxylic acid, 11 The compound 9 (1.1 g, 6.0 mmol) is dissolved in pyridine (10 mL) and water (2 mL). To this solid, KMnO4 (0.9 g, 6.0 mmol, 1 equiv.) is added, and the reaction is heated to reflux. Additional 0.25 equiv. of KMnO4 is added every 30 min. for 1O h. The reaction is further refluxed for 50 h and filtered hot and the filtrate is evaporated under reduced pressure. The residue is dissolved in 20 mL water with heating. The solution is acidified to pH 2 with cone. HCl after cooling to room temperature. The white precipitate is collected by filtration and washed generously with cold water and the product is dried under vacuum overnight. Yield 1.1 g, 86 %; mp 195-200 0C; 1HNMR (400 MHz, CDCl3) delta 2; 13CNMR (101 MHz, CDCl3) delta 2; IR (Neat, cm’1); GC-MS (EI) m/z (M+); Anal. (Ci4Hi ^0.0.75H2O) C, H, N.

According to the analysis of related databases, 64113-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GOVERNMENT OF THE UNITED STATES OF AMERICA, REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; WO2008/92072; (2008); A2;,
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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. 57381-39-2, name is 2-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-5-fluorobenzonitrile

A suspension of [2-BROMO-5-FLUOROBENZONITRILE] (30.0 g, 150 mmol), bis (pinacolato) diboron (41.9 g, 165 mmol) and potassium acetate (29.4 g, 300 mmol) in 1,4-dioxane (375 ml) and DMSO (30 ml) was degassed with nitrogen for 1 h. Dichloro [[L,] [1′-BIS] (diphenylphosphino) ferrocene]- palladium (II) dichloromethane adduct (3.7 g, 4.5 mmol) was added and the mixture heated at [90C] for [18] h. The mixture was allowed to cool to ambient temperature then diluted with diethyl ether (300 ml) and filtered through a glass microfibre filter paper. The solvent was evaporated and the residue was treated with ice-cold 2N sodium hydroxide solution (250 ml) and the mixture left to stir for 15 min. The aqueous phase was extracted with diethyl ether (200 ml). The pH of the aqueous was adjusted to 5 by the addition of concentrated hydrochloric acid. The aqueous phase was extracted with diethyl ether (2 x 200 ml), the organic phase was combined, washed with water (150 ml) and brine (150 ml), dried over anhydrous sodium sulphate, filtered and evaporated to give 5-fluoro-2- (4,4, 5, [5-TETRAMETHYL- [1,] 3,2] dioxaborolan-2-yl) benzonitrile (36.5 g, [98%)] as a brown oil which crystallised on standing: [5H] (360 MHz, CDCl3) 1.38 (12H, s), 7.25-7.30 (1H, m), 7.40 (1H, dd, J 3 and 8), 7.91 (1H, dd, J 6 and 8). 5-Fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)- benzonitrile (0.99 g, 4.0 mmol) and [1,] 3-dibromo-5-fluorobenzene (1.52 g, [6.] 0 mmol) were suspended in 1,2-dimethoxyethane (8 ml) and 2N sodium carbonate solution (4 [ML)] and degassed for 30 min before addition of tetrakis (triphenylphosphine) palladium [(0).] On complete addition the mixture was heated at [65C] for 20 h. The mixture was partitioned between ethyl acetate (100 ml) and water (50 ml), the organic layer separated and washed with brine (50 ml), dried over anhydrous sodium sulphate, filtered and evaporated onto silica. The product was purified by flash column chromatography on silica, eluting with isohexane on a gradient of diethyl ether (5-100%). Combination of the desired fractions and evaporation gave [3′-BROMO-4,] [5′-DIFLUOROBIPHENYL-2-CARBONITRILE] (110 mg, 9%) as a white solid: [SN] (500 MHz, [CD13)] 7.53-7. 55 [(1H,] m), 7.67 (1H, s), 7.69-7. 76 (3H, m), 8.03 [(1H,] dd, [J 9 AND] 2). [2- (8-FLUOROIMIDAZO [L,] 2-a] [PYRIDIN-7-YL)] propan-2-ol (58 mg, 0.3 mmol) and 3′-bromo-4, [5′-DIFLUOROBIPHENYL-2-CARBONITRILE] (106 mg, 0.36 mmol) were coupled following the procedure in Example 6 to afford 4,3′-difluoro- 5′- [8-fluoro-7- (l-hydroxy-l-methylethyl) imidazo [1, [2-A] PYRIDIN-3-YL]-] [BIPHENYL-2-CARBONITRILE] (25 mg, 20%) as a white solid: [SN] (500 MHz, [CD13)] 1.74 (6H, s), 2.07 [(1H,] s), 7.22-7. 26 (2H, m), 7.35 [(1H,] d, J 9), 7.39-7. 45 [(1H,] m), 7.51-7. 57 (3H, m), 7.76 [(1H,] s), 8.35 [(1H,] d, J 7) ; [RNLZ] (ES+) 408 (100%, [[MH] +).]

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 57381-39-2.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/99816; (2003); 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. 34662-24-3, name is 2-Chloro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-3-nitrobenzonitrile

To a solution of 2-chloro-3-nitrobenzonitrile (200 mg, 1 .3 mmol) in absolute THF (20 mL) was added dropwise BH3SMe2 (0.2 mL, 2.6 mmol) under nitrogen atmosphere protection. The mixture was stirred at reflux for 2 hrs. Then 2 N HCI (1 .5 mL) was added to the mixture and the mixture was stirred at reflux for 1 hour. The mixture was condensed to crude compound CI-1 -5B (248 mg) as yellow solid.

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 34662-24-3.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HENDRICKSON, Thomas, Francis; HO, Koc-Kan; SAUNDERS, Michael, David; STEVENS, Brian, John; SWIERCZEK, Krzysztof; WRIGHT, Kevin, Bret; WO2013/62945; (2013); A1;,
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