Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 41963-20-6, name is 4-Bromo-3-methylbenzonitrile, 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 41963-20-6, COA of Formula: C8H6BrN

Example 4Reductive Elimination from Pd-F ComplexesGeneral Procedure. In a nitrogen-filled glovebox, a screw-cap NMR tube was charged with (BrettPhos)Pd(Ar)(F) complex, aryl bromide (where applicable) and toluene. The tube was capped and taken out of the box and standard (p-fluorotoluene) was added via syringe. In a Varian 500 spectrometer, a broadband gXH probe was tuned to 19F and heated to 100¡ã C. Over the course of 2-3 h, a 19F-NMR spectrum was obtained every 5 minutes with 5 minutes acquisition time per spectrum. Every spectrum was normalized to the standard to account for differences in the tuning of the NMR probe. Reductive Elimination of 5. See FIG. 14. a) 10 mg (BrettPhos)Pd(2-Me,4-CNC6H3)(F) (13 mummol), 1 mL toluene. The fitted curve shows t1/2=14 min. b) 10 mg (BrettPhos)Pd(2-Me,4-CNC6H3)(F) (13 mummol), 12.5 mg ArBr (64 mummol, 5 eq), 0.6 mL toluene. c) The fitted curve shows t1/2=18 min.

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; Massachusetts Institute of Technology; US2011/15401; (2011); 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. 612-24-8, name is 2-Nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H4N2O2

General procedure: SAC (300mg) and NaBH4 (4.0mmol) were added to a solution of nitroarenes (1.0mmol) in EtOH/water (1/1) (20ml). The reaction mixture was stirred for 4h at the temperature indicated in Table3. At the end of the reaction, the catalyst was removed by filtering and the filtrate was extracted with 3¡Á70ml EtOAc. The combined organic layers were dried over MgSO4 and concentrated in a vacuum.

According to the analysis of related databases, 612-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Genc, Hayriye; Catalysis Communications; vol. 67; (2015); p. 64 – 67;,
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Reference of 60702-69-4, These common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, 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.

The mixture of 2-chloro-3-fluorobenznitrile (28) (2.00 g,12.9 mmol), L-leucine (27a, 2.02 g, 15.4 mmol) and cesium carbonate(5.45 g, 16.7 mmol) in DMSO (60 mL) was stirred at 90 C for12 h. The mixture was extracted with aqueous NaHCO3 twice andaqueous phase was combined. The aqueous phase was acidifiedwith citric acid and extracted with EtOAc twice. The organic layerswere combined, washed with brine, dried over MgSO4 and concentratedin vacuo to give 29a (3.43 g, 12.9 mmol, 100%) as a brownoil. 1H NMR (300 MHz, CDCl3) d 0.96 (3H, d, J = 6.0 Hz), 1.01 (3H,d, J = 6.2 Hz), 1.65-1.88 (3H, m), 4.06-4.16 (1H, m), 4.50-4.62(1H, m), 6.50 (1H, dd, J = 8.6, 2.4 Hz), 6.65 (1H, d, J = 2.5 Hz), 7.42(1H, d, J = 8.5 Hz).

Statistics shows that 2-Chloro-4-fluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 60702-69-4.

Reference:
Article; Aikawa, Katsuji; Asano, Moriteru; Ono, Koji; Habuka, Noriyuki; Yano, Jason; Wilson, Keith; Fujita, Hisashi; Kandori, Hitoshi; Hara, Takahito; Morimoto, Megumi; Santou, Takashi; Yamaoka, Masuo; Nakayama, Masaharu; Hasuoka, Atsushi; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3330 – 3349;,
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Related Products of 127946-77-4, 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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (S)-2-((ieri-butoxycarbonyl)amino)-3-(3-chloro-4-(trifluoromethoxy)- phenyl)propanoic acid (example la; 3.52 g, 9.17 mmol, Eq: 1) in DMF (40 ml) 1- aminocyclopropanecarbonitrile hydrochloride (1.31 g, 11 mmol, Eq: 1.2), HATU (6.98 g, 18.3 mmol, Eq: 2) and /Pr2Net (4.15 g, 5.61 ml, 32.1 mmol, Eq: 3.5) were added at 0 C under an Argon atmosphere. The mixture was stirred for 3h, during that time to the mixture was warmed up to 25 C. After that the mixture was diluted with EtOAc. The organic phase was extracted with water (2x) and brine (3x), dried over Na2S04, filtered, and evaporated to dryness. The mixture was purified by flash chromatography (Si02; CH2Cl2/EtOAc, gradient from 100:0 to 0: 100 within 40 min) to yield the title compound (3.14 g; 76.4%) as a yellow solid. MS (ESI): m/z = 446.1 [M-H] .

The synthetic route of 1-Amino-1-cyclopropanecarbonitrile hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GIROUD, Maude; HAAP, Wolfgang; KUHN, Bernd; MARTIN, Rainer E.; (75 pag.)WO2017/89389; (2017); A1;,
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Electric Literature of 621-03-4, 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. 621-03-4, name is 2-Cyano-N-phenylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 0.87 g t-BuOK (7.8 mmol) in 10 cm3 drymethanol, 2-cyanoacetamide 2a-2g (2.9 mmol) was added.The reaction mixture was stirred for 10-15 min, followed by cooling to 0 C and adding a solution of o-(azidomethyl)benzoate 1a-1c (2.6 mmol) in 5 cm3 drymethanol. After heating the reaction mixture back to room temperature, it was stirred under TLC monitoring for36-48 h and evaporated. Water (15 cm3) was added to the residue and it was acidified with HCl to pH 4-5. The resulting precipitate was filtered off and recrystallized from acetic acid.

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-Cyano-N-phenylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yakovenko, Georgiy G.; Yagodkina, Marta S.; Bol?but, Andriy V.; Shishkina, Svitlana V.; Vovk, Mykhailo V.; Monatshefte fur Chemie; vol. 148; 6; (2017); p. 1035 – 1041;,
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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. 6609-56-9, name is 2-Methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Methoxybenzonitrile

Example 34 5-Bromo-2-(methyloxy)benzonitrile Br2 (13.7 g, 86.0 mmol) in CHCl3 (20 mL) was added to a solution of 2-(methyloxy)benzonitrile (10.9 g, 81.9 mmol) in CHCl3 (50 mL). The mixture was refluxed for 29 h. The reaction was allowed to cool to room temperature, and washed with saturated sodium bisulfite (50 mL), and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate. Evaporation of the solvent afforded 5-bromo-2-(methyloxy)benzonitrile (12.4 g, 71percent).

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 6609-56-9.

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); A1;,
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Application of 40497-11-8, A common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

Add 0.01 mol of 3-bromoaniline and a small amount of ethanol to a 250 mL round bottom three-necked flask.Under ice bath, 3.0 mL (0.035 mol) of concentrated hydrochloric acid was added dropwise with stirring.Dissolve 0.018 mol of sodium nitrite in 10 mL of water and slowly drip into the flask.After the completion of the dropwise addition, the reaction was carried out for 0.5 h to obtain a yellow diazonium salt solution.Add 0.01 mol of ethyl 2,3-dicyanopropionate to a three-necked flask.The prepared diazonium salt solution was dropped into the flask, and the reaction was added dropwise for 2 hours.Ammonia water was added, the pH was adjusted to 9-10, and the reaction was carried out for 2 h at room temperature.After completion of the reaction, the mixture was extracted with 40 mL of dichloromethane, and the organic layer was washed with water (2¡Á30 mL), and washed with a saturated sodium chloride solution (1¡Á40 mL), dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. Yield 70.1%,

The synthetic route of 40497-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Tech University; Wan Rong; Chen Fuli; Han Zhenyu; Fu Xiaohuan; Jiang Peng; (17 pag.)CN108203450; (2018); A;,
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Synthetic Route of 796600-15-2, 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 796600-15-2 as follows.

Example 1; 2-chloro-4-((1R,2S)-2-hydroxy-1-(5-phenyl-1,3,4-oxadiazol-2-yl)propylamino)-3-methylbenzonitrile; Intermediate 1a; (2R,3S)-2-(3-chloro-4-cyano-2-methylphenylamino)-3-hydroxybutanoic acid; 2-chloro-4-fluoro-3-methylbenzonitrile (CAS 796600-15-2, 45g, 265.4 mmol) was mixed together with H-D-Thr-OH (37.92 g, 318.4 mmol) in DMSO (250 mL). K2CO3 (73.35 g, 530.7 mmol) was added to the reaction mixture and the reaction mixture stirred at 75 C. for 24 h. The reaction mixture was cooled to room temperature and poured slowly into a 10% citric acid solution and stirred for 10 min at room temperature. The solution was extracted with EtOAc several times to get the crude product. The crude product was chromatographed on silica gel with a gradient of hexanes/EtOAc and then with EtOAc, 100% to get the purified final product (39.0 g, 54%) 1H NMR (500 MHz, Acetone-d6, delta in ppm) 7.49 (d, J=9 Hz, 1H), 6.70 (d, J=9 Hz, 1H), 5.38 (d, J=10 Hz, 1H), 4.47 (d, J=6 Hz, 1H), 4.25 (m, 1H), 2.34 (s, 3H), 1.33 (d, J=6 Hz, 3H).

According to the analysis of related databases, 796600-15-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Miller, Chris P.; US2009/253758; (2009); A1;,
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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 34916-10-4 as follows. Formula: C7H9NO

Example 77 Ethyl 2-(4-cyanocyclohexylidene)acetate; [0411] To a dispersion of sodium hydride (132 mg, 5.51 mmol) in THF (15 mL), triethyl phosphonoacetate (1.10 mL, 5.51 mmol) was added dropwise. The mixture was stirred until it was colorless before 4-oxocyclohexanecarbonitrile (Astrazeneca AB, see WO2007/13848 Al , 2007)(617 mg, 5.01 mmol) was added. The solution was stirred at ambient temperature until the reaction was complete (TLC). The reaction was quenched by the addition of saturated aqueous NH4CI and the aqueous layer was extracted with ethyl acetate (2 x 40 mL). The combined organic extracts were washed with brine, dried and concentrated. The crude product was used directly in the next step.

According to the analysis of related databases, 34916-10-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEWLINK GENETICS; MAUTINO, Mario, R.; KUMAR, Sanjeev; JAIPURI, Firoz; WALDO, Jesse; KESHARWANI, Tanay; ZHANG, Xiaoxia; WO2011/56652; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 16532-79-9, name is 4-Bromophenylacetonitrile, 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 16532-79-9, COA of Formula: C8H6BrN

4-bromophenylacetonitrile (23.0 g, 117 mmol) and iodine (29.8 g, 117 mmol) were dissolved in 400 ml of ether,Lower the temperature to -78 C. Sodium methoxide (13.3 g, 246 mmol) dissolved in anhydrous methanol at a concentration of 10 wt% is slowly dropped, the temperature is raised to 0 C, and the mixture is stirred for 4 hours. After the reaction was completed by adding 5% HCl (Hydrochloric acid) aqueous solution, the mixture was filtered, washed with water and cold methanol, and then recrystallized from chloroform and methanol to obtain a white solid .

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

Reference:
Patent; LG Chemical Co., Ltd; Kim, Jin Suk; Choi, Chung-min; Bae, Jae-Sung; Lee, jae cheol; Lee, Ji Young; Jo, Geun; (30 pag.)KR101595147; (2016); B1;,
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