Tag: M.W=100-200

Electric Literature of 68327-04-8, 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 68327-04-8 as follows.

2,6-Difluoro-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile (3 g, 9.51 mmol), (1S,2S)-2-hydroxycyclopentylamine hydrochloride (1.96 g, 14.3 mmol), and diisopropylethylamine (2.46 g, 19 mmol) are combined in DMSO (12 mL) and stirred at 60 C. for 4 h to give 2-fluoro-6-((1S,2S)-2-hydroxy-cyclopentylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile. The mixture is then diluted with isopropanol (10 mL) and treated three times with 25% aqueous NaOH (1.5 mL) and 30% aqueous hydrogen peroxide (1 mL). The mixture is then partitioned between EtOAc (100 mL) and water (100 mL), and the aqueous layer is washed with additional EtOAc (100 mL). The combined organic layers are concentrated, and the oily residue is purified via chromatography (elution 30 to 100% EtOAc in hexanes). The clean fractions are combined, concentrated and recrystallized from EtOAc/hexanes to give 2-fluoro-6-((1S,2S)-2-hydroxycyclopentylamino)-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzamide (3.53 g, 89%) as a white crystalline solid. LCMS m/z=415 [M+H]-. 1H NMR (400 MHz, d6 DMSO): delta 7.72 (br s, 1H), 7.68 (br s, 1H), 7.38 (d, 1H), 6.72 (d, 1H), 6.61 (dd, 1H), 4.91 (d, 1H), 3.84 (m, 1H), 3.50 (m, 1H), 2.94 (2d, 2H), 2.38 (s, 3H), 2.31 (2 d, 2H), 2.15 (m, 1H), 1.57-1.82 (m, 3H), 1.36 (m, 1H), 1.02 (s, 3H), 1.00 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; Huang, Kenneth He; Ommen, Andy J.; Barta, Thomas E.; Hughes, Philip F.; Veal, James; Ma, Wei; Smith, Emilie D.; Woodward, Angela R.; McCall, W. Stephen; US2008/269193; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 69605-90-9, [1,1′-Biphenyl]-3-ylmethanol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

General procedure: Examples 9a-n were prepared in parallel fashion according to the following method. A stock solution of 8-chloro-3-(cyclopropylmethyl)-7-iodo-[1,2,4]triazolo[4,3-a]pyridine22 (0.9 M in toluene, 1 mL, 0.090 mmol) was added to a 2.0-5.0 mL microwave vial charged with the corresponding commercially available alcohol (0.648 mmol), cesium carbonate (50.0 mg, 0.153 mmol), 1,10-phenanthroline (20.0 mg, 0.111 mmol), and 20.0 mg of copper(I) iodide (20.0 mg, 0.105 mmol). The vials were sealed and heated to 100 C for 17 h. The reaction mixtures were cooled to rt, diluted with 0.5 mL of acetonitrile, and then filtered. The filtrates were concentrated in vacuo at 34 C for 1 h. Each sample was diluted with 0.5 mL of DMF (0.5 mL) and purified using reverse phase preparative LC-MS to afford the title product.

The synthetic route of 69605-90-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Higgins, Mendi A.; Marcin, Lawrence R.; Christopher Zusi; Gentles, Robert; Ding, Min; Pearce, Bradley C.; Easton, Amy; Kostich, Walter A.; Seager, Matthew A.; Bourin, Clotilde; Bristow, Linda J.; Johnson, Kim A.; Miller, Regina; Hogan, John; Whiterock, Valerie; Gulianello, Michael; Ferrante, Meredith; Huang, Yanling; Hendricson, Adam; Alt, Andrew; Macor, John E.; Bronson, Joanne J.; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 496 – 513;,
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Synthetic Route of 111-45-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 111-45-5, name is 2-(Allyloxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of alcohol 4A (5.1 g, 1.0 eq) in DCM (50 mL) cooled to 0 C was added a solution of Et3N (7 g, 1.4 eq) followed by dropwise addition of MsCl (6.9 g, 1.2 eq). The reaction was stirred at 0 C for 2 hrs. The reaction mixture was quenched with water and the organic layer was washed with NaHC03 (10 mL) and brine, dried over Na2S04. The crude mixture was filtered and evaporated under reduced pressure to afford the compound 4B, which was used for next step reaction without further purification.

According to the analysis of related databases, 111-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; MA, Jingyuan; EMAYAN, Kumaraswamy; ADLER, Marc; (327 pag.)WO2018/9417; (2018); A1;,
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Related Products of 5259-98-3, 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 5259-98-3 as follows.

4-chlorobutan-1-ol (1.0 equiv, 46.05 mmol, 5.00 g) and sodium azide (2.0 equiv, 92.10mmol, 5.99g) were dissolved in Water (50 mL) and refluxed at 100°C overnight. Reaction progression was checked by TLC, which showed full conversion. The reaction was left to cool to room temperature and the product was extracted with diethylether (5x). The combined organic layers were washed with brine and dried with sodium sulfate. Concentration in vacuo yielded 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,5259-98-3, its application will become more common.

Reference:
Article; Saarbach, Jacques; Masi, Daniela; Zambaldo, Claudio; Winssinger, Nicolas; Bioorganic and Medicinal Chemistry; vol. 25; 19; (2017); p. 5171 – 5177;,
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Synthetic Route of 52244-70-9, 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. 52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol. A new synthetic method of this compound is introduced below.

To a stirred solution of 4-(4-methoxyphenyl)butanol (1 equiv.) in dry dichloromethane at -10°C under an argon atmosphere was added boron tribromide (2.7 equiv., using a 1 M solution of boron tribromide in CH2Cl2). Stirring was continued at that temperature until completion of the reaction (4 hours). Unreacted boron tribromide was destroyed by addition of aqueous saturated NaHCO3 solution at 0°C. The resulting mixture diluted with CH2Cl? and water, the organic phase was separated, washed with brine, dried (MgSO4), and evaporated. Purification by flash column chromatography on silica gel (30percent diethyl ether-hexane) afforded the title compound in 42percent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52244-70-9, its application will become more common.

Reference:
Patent; NORTHEASTERN UNIVERSITY; WO2009/52319; (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. 117284-59-0, name is 2-(2,2-Difluorocyclopropyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-(2,2-Difluorocyclopropyl)ethanol

5.41 g (54.1 mmol) of chromium trioxide was dissolved in 90.2 mL of 1.5 M sulfuric acid solution, and cooled at with stirring 0 C. 3.3g (27.1 mmol) of 2-(2,2-difluorocyclopropyl)ethanol was dissolved in 90.2 mL of acetone. The mixture was added dropwise to a chromium trioxide-sulfuric acid solution with stirring at 0 C. After the addition was completed, the reaction solution was stirred at 0 C for 4 hours. The organic layer was extracted with diethyl ether (50 mL34). The combined organic layers were washed with brine. It was then extracted with 2M sodium hydroxide solution (50 mL34) and the aqueous layers were combined. The aqueous layer was acidified to pH < 1 with sulfuric acid with stirring in an ice bath. The organic layer was extracted with diethyl ether (50 mL 3 4), and the combined organic layers were washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated to give 3.4g colorless liquid 2-(2,2-difluorocyclopropyl)acetic acid in 92% yield. 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, 117284-59-0, 2-(2,2-Difluorocyclopropyl)ethanol. Reference:
Patent; Shanghai Institute Of Materia Medica Chinese Academy of Sciences; LIU, Hong; ZHOU, Yu; XIA, Wenjing; ZHANG, Dong; JIANG, Hualiang; CHEN, Kaixian; (49 pag.)EP3459948; (2019); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 116-02-9, name is 3,3,5-Trimethylcyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C9H18O

a) 426g (3,00 Mol) of Homomenthol is added to the above-mentioned filtrate, the temperature is raised to 60C and under stirring and a vacuum of lOOmbar the Ethyl acetate is distilled off the reaction mixture. Then 56g of Sulfuric acid are added at a tempera- ture of 50C within 20minutes, stirring is continued for 6h. For work-up 500g of Toluene are added to the reaction mixture and after cooling to 5-10C the dosage of 500g of iced water follows. After separation of the water layer the organic layer is washed to neutral with aqueous Sodium hydroxide solution (10% w/w) and finally with saturated aqueous Sodium chloride solution. After separation of the water layer the organic layer is distilled resulting 250g (0,93 Mol) of product. Yield (overall): 58% of theory.

With the rapid development of chemical substances, we look forward to future research findings about 116-02-9.

Reference:
Patent; SYMRISE AG; STUHLMANN, Dominik; MEYER, Imke; KOCH, Oskar; OERTLING, Helko; HERRMANN, Martina; GOeMANN, Claudia; WO2014/198602; (2014); A1;,
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Application of 2807-30-9 ,Some common heterocyclic compound, 2807-30-9, molecular formula is C5H12O2, 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.

(1) Weigh 100g ethylene glycol mono-n-propyl ether,0.3 g of N, N-dimethylaniline,This was added to the reaction vessel with a reflux condenser,115.97 g of thionyl chloride (content of 99.3%, sulfuryl chloride content of 0.5%) was added to a constant pressure dropping funnel,Warming up to 35 C, turning on stirring,Thionyl chloride was slowly added dropwise to the reaction vessel to release sulfur dioxide and hydrogen chloride gas during the reaction,Control thionyl chloride dropping speed,The temperature of the reaction solution was maintained at 60 ± 5 C;(2) until the thionyl chloride is added dropwise,According to the reaction gas evolution rate gradually warmed to 95 ,Until no gas release, continue to heat 1h get crude,After the crude product is cooled down to 40 C, a certain amount of lye is added and stirred,The remaining thionyl chloride decomposition and neutralization of acid,Then add a certain amount of water for hydrolysis,After standing for liquid separation, 117.65 g of 2-propoxychloroethane was obtained.After testing, the chromatographic content of the product was 99.84%Yield of 99.89%.

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. 2807-30-9, 2-Propoxyethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Kaisheng New Materials Co., Ltd.; Shi Yufei; Zhang Taiming; Han Nannan; Wang Ronghai; Xue Juqiang; Wang Jun; Li Guanghui; Huang Guiqing; (5 pag.)CN106831368; (2017); A;,
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Application of 1805-32-9 ,Some common heterocyclic compound, 1805-32-9, molecular formula is C7H6Cl2O, 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.

Step A Preparation 2-[(3,4-dichlorobenzyl)oxy]nitrobenzene A solution of 3,4-dichlorobenzyl alcohol (25.0 g, 141 mmol), 2-fluorobenzaldehyde (14.9 mL, 141 mmol) and potassium carbonate (39.0 g, 282 mmol) in 100 mL of dry DMF was stirred a 60 C. overnight. The DMF was removed in vacuo, and the resulting product was taken up in EtOAc/water. The organic phase was washed with brine, dried (Na2 SO4), filtered, and concentrated in vacuo to provide the titled compound which was used in the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6103723; (2000); A;,
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Electric Literature of 34231-22-6, 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. 34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol, molecular formula is C8H11NO, The 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.

Example 205W-(3-(Hydroxymethyl)benzyl)-4-(2-(((frans)-4-acetamidocyclohexyl)methyl)-2W-tetrazol-5-yl)-6- methylpicolinamidelambda/,lambda/,lambda/’,lambda/’-Tetramethyl-O-(1/-/-benzotriotaazol-1-yl)uroniotaum hexafluorophosphate (159 mg, 0 42 mmol) was added to a mixture of 4-(2-((4-acetamiotadocyclohexyl)methyl)-2H-tetrazol-5-yl)-6- methylpicolinic acid (prepared as described in step 1 of the synthesis of 4-(2-(((frans)-4- acetamiotadocyclohexyl)methyl)-2/-/-tetrazol-5-yl)-lambda/-((6-hydroxypyriotadiotan-2-yl)methyl)-6-methylpiotacoliotanamiotade, Example 204) (50 mg, 0 14 mmol), (3-(amiotanomethyl)pheny.)methanol (prepared as described in step 1 of the synthesis of lambda/-(3-(hydroxymethyl)benzyl)-6-methyl-4-(2-(((/rans)-4-(methylsulfonamiotado)cydohexyl)methyl)-2H-tetrazol-5-yl)piotacoliotanamiotade, Example 183) (29 mg, 0 21 mmol), and triethylamine (0 03 mL, 0 21 mmol) in lambda/,lambda/-diotamethylformamiotade (2 mL) The mixture was stirred at room temperature for 18 hours The reaction mixture was purified by reverse phase preparative HPLC Fractions containing desired product were combined and concentrated The resulting residue was taken up in methanol and passed through a carbonate cartridge The filtrate was concentrated to afford the title compound as a solid (22 mg, 33%) MS (ES+) m/z 478 (M+H) 1H NMR (400 MHz, DMSO-d6) delta ppm 1 04 – 1 26 (m, 6 H), 1 56 – 1 67 (m, 2 H), 1 71 – 1 85 (m, 5 H), 1 91 – 2 03 (m, 1 H), 2 67 (s, 3 H), 3 25 – 3 35 (m, 1 H), 4 48 (s, 2 H), 4 54 (d, J=6 59 Hz, 2 H), 4 67 (d, J=I 32 Hz, 2 H), 7 14 – 7 34 (m, 3 H), 7 66 (d, J=I 32 Hz, 1 H), 8 08 (s, 1 H), 8 44 (s, 1 H), 9 22 (t, J=5 86 Hz, 1 H)

According to the analysis of related databases, 34231-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16498; (2009); A1;,
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