Category: 4415-82-1

Related Products of 4415-82-1 , The common heterocyclic compound, 4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, 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 62A 3-(Cyclobutyloxy)pyridine hydrochloride With ice cooling, 2.59 g (13.7 mmol) of triphenylphosphine were added to a solution of 1.00 g (10.5 mmol) of 3-hydroxypyridine and 1.3 ml (13.7 mmol) of cyclobutylmethanol in 20 ml of THF, and the mixture was stirred for 5 min. 2.7 ml (13.7 mmol) of diisopropyl azodicarboxylate were then added dropwise and the reaction mixture was warmed to RT overnight. For work-up, water was added and the mixture was extracted twice with in each case 50 ml of ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated. The crude product was stirred with 50 ml of cyclohexane and the white solid was filtered off with suction and washed three times with in each case 20 ml of cyclohexane. The filtrate was concentrated and dissolved in 40 ml of diethyl ether, and 3 ml (12 mmol) of a 4N solution of hydrogen chloride in dioxane were added with ice cooling. The resulting beige precipitate was filtered off, washed twice with in each case 20 ml of diethyl ether and dried under HV. This gave 1.67 g (76% of theory) of the target compound. LC-MS [Method 10]: Rt=1.46 min; MS (ESIpos): m/z=164 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.77-2.01 (m, 4H), 2.03-2.17 (m, 2H), 2.68-2.84 (m, 1H), 4.19 (d, 2H), 7.90 (dd, 1H), 8.10 (dd, 1H), 8.47 (d, 1H), 8.65 (d, 1H).

The synthetic route of 4415-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECKER-PELSTER, Eva Maria; BUCHGRABER, Philipp; BUCHMUeLLER, Anja; ENGEL, Karen; GNOTH, Mark Jean; HIMMEL, Herbert; KAST, Raimund; KELDENICH, Joerg; KLAR, Juergen; KNORR, Andreas; LANG, Dieter; LINDNER, Niels; SCHMECK, Carsten; SCHOHE-LOOP, Rudolf; TINEL, Hanna; TRUeBEL, Hubert; WUNDER, Frank; (97 pag.)US2016/318866; (2016); A1;,
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Application of 4415-82-1, 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. 4415-82-1, name is Cyclobutylmethanol. A new synthetic method of this compound is introduced below.

To a mixture of 1.05 g (26.25 mmol; 60% purity) of sodium hydride in 15 ml of DMF were added 1.33 g (15.44 mmol) of cyclobutylmethanol and the mixture was stirred at RT for 1 h. Subsequently, a mixture of 1.0 g (7.72 mmol) of 3-chloropyrazin-2-amine in 10 ml DMF was added thereto and the reaction mixture was heated to 100 C. After 20 h, water was added to the mixture, which was extracted repeatedly with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated by evaporation. The residue obtained was purified by means of silica gel chromatography (eluent: cyclohexane/ethyl acetate gradient). 1.25 g of the title compound were obtained (89% of theory; 98% purity). (1270) LC-MS (Method 2): Rt=0.80 min (1271) MS (ESpos): m/z=180 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; Dietz, Lisa; LI, Volkhart Min-Jian; (85 pag.)US2016/176880; (2016); A1;,
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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. 4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, 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. 4415-82-1

Step 1 : Into a 20-L 4-necked round-bottom flask was placed a solution of cyclobutylmethanol (1000 g, 1 1 .61 mol) in dichloromethane (10 L). This was followed by the addition of Dess-Martin periodinane (4683 g, 1 1 .04 mol) in several batches at 10-15 C over 120 min. The resulting solution was stirred for 2 h at room temperature and then quenched by the addition of 20 L of cold, saturated aqueous sodium bicarbonate solution. Solids were removed by filtration and washed with 5 L of dichloromethane. The filtrate was extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with DCM:PE (2:1 ). This resulted in 100 L of cyclobutanecarbaldehyde in dichloromethane and petroleum ether solution.

The chemical industry reduces the impact on the environment during synthesis 4415-82-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DINSMORE, Christopher; FRADERA LLINAS, Francesc Xavier; KUDALE, Amit Ashokrao; MACHACEK, Michelle; REUTERSHAN, Michael Hale; THOMPSON, Christopher Francis; TROTTER, B. Wesley; YANG, Liping; ALTMAN, Michael, D.; BOGEN, Stephane, L.; DOLL, Ronald, J.; VOSS, Matthew, E.; WO2014/100071; (2014); A2;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.4415-82-1

General procedure: To a solution of (3,3-difluorocyclobutyl)methanol (4.0 g, 32.8 mmol) in dichloromethane (109 ml) at room temperature was added Dess-Martin Periodinane (16.7 g, 39.3 mmol). After 2 h, the reaction was diluted with two volumes of ether and treated with sodiumthiosulfate (32 g) in water (160 mL). After stirring at room temperature for 10 min, the layers were separated. The ethereal was washed with saturated sodium bicarbonate (2X), dried over magnesium sulfate, and filtered. The resulting solution was concentrated via distillation of the solvent through a short path distillation apparatus. The distillation was discontinued when 6.56 g remained in the boiling flask. Integration of the 1H NMR showed product as a 28.4 wt% solution in diethyl ether (1.86 g, 47% yield). The material was directly used without further concentration

Statistics shows that 4415-82-1 is playing an increasingly important role. we look forward to future research findings about Cyclobutylmethanol.

Reference:
Article; Degnan, Andrew P.; Maxwell, Darrell; Balakrishnan, Anand; Brown, Jeffrey M.; Easton, Amy; Gulianello, Michael; Hanumegowda, Umesh; Hill-Drzewi, Melissa; Miller, Regina; Santone, Kenneth S.; Senapati, Arun; Shields, Eric E.; Sivarao, Digavalli V.; Westphal, Ryan; Whiterock, Valerie J.; Zhuo, Xiaoliang; Bronson, Joanne J.; Macor, John E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5871 – 5876;,
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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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Step 1. 4-Bromo-5-(cyclobutylmethoxy)-2-nitroaniline Sodium hydride (0.82 g, 60% w/w, 20 mmol) was added at 0 C. to a solution of cyclobutyl/methanol (1.8 mL, 20 mmol) in THF (40 mL). The 0 C. bath was removed, and the reaction mixture was stirred for 30 min. The reaction mixture was again cooled to 0 C. with an ice bath, and 4-bromo-5-fluoro-2-nitroaniline (2.5 g, 11 mmol) was added. The ice bath was removed, and the reaction mixture was stirred for 18 h at room temperature. The reaction was quenched with sat. NH4Cl and then diluted with H2O. The aqueous solution was extracted with EtOAc (125 mL), and the organic layer was separated and washed with brine (100 mL). The resulting organic layer was dried over MgSO4, filtered, and concentrated. Recrystallization from CH2Cl2/hexanes upon cooling at 0 C. overnight afforded the title compound as a red-brown solid (2.3 g, 72%). 1H NMR (300 MHz, CDCl3) delta 8.28 (d, J=1.0 Hz, 1H), 6.07 (s, 1H), 3.90 (d, J=6.0 Hz, 2H), 2.88-2.61 (m, 1H), 2.09 2.25-2.00 (m, 2H), 2.01-1.71 (m, 4H). LCMS calculated for C11H14BrN2O3 (M+H)+: m/z=301.0, 303.0. found: 301.1, 303.1.

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, 4415-82-1, Cyclobutylmethanol.

Reference:
Patent; Incyte Corporation; Yue, Eddy W.; Combs, Andrew P.; Buesking, Andrew W.; US2015/148375; (2015); 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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Take 0.94 mL of cyclobutylmethanol to a round bottom flask containing 5 mL of DMF and add 240 mg of sodium hydride.The reaction was for 30 min; Intermediate BYS-2 (100 mg, 0.32 mmol) was added and reacted at room temperature for about 2 h.The dot plate shows that the reaction is complete. Post-processing:Slowly drip the reaction solution into ice water.Dilute hydrochloric acid to adjust the pH to about 7, there is a solid precipitation, filtration and drying,Column chromatography eluted with a gradient of dichloromethane and methanol,Column purification gave 75 mg of product as a white solid. Calculated,The yield is 65%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Huang Zhishu; Rao Yong; Xu Zhao; Hu Yutao; Yu Hong; Gao Lin; (34 pag.)CN107721982; (2018); A;,
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4415-82-1 , The common heterocyclic compound, 4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, 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 cyclobutylmethanol (25 g, 290 mmol) in CH2Cl2 (200 mL) and pyridine (100 mL) was added 4-(dimethylamino)pyridine (1.8 g, 14.5 mmol) followed by p-toluenesulfonyl chloride (55.3 g, 290 mmol). The mixture was allowed to stir at ambient temperature for 20 hours then quenched with 5% aqueous HCl (30 mL). The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á15 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by column chromatography (SiO2, 75% hexanes in EtOAc) afforded the title compound (50.8 g, 211 mmol, 73% yield). MS (DCI/NH3) m/z 258 (M+NH4)+

According to the analysis of related databases, 4415-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4415-82-1, Cyclobutylmethanol, 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, 4415-82-1, blongs to alcohols-buliding-blocks compound. 4415-82-1

Synthesis of 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid (16a):(1) Step A: 4-Cyclobutylmethoxy-1 H-indole-2-carboxylic acid ethyl ester (15a); DEAD (2.1 ml, 13.65 mmol) is slowly added to a solution of 4-hydroxy-1 H-indole-2-carboxylic acid ethyl ester (2 g, 9.75 mmol), triphenylphosphine (3.58 g, 13.65 mmol) and cyclobutyl- methanol (1.25 ml, 12.26 mmol) in 20 ml of THF, so that the temperature always remains beiow 3O0C. Stirring is continued for 2 hours and the solvent is then evaporated. The crude residue is purified by chromatography (cyclohexane: EtOAc / 95:5).MS (ESI): 274.2 [M+H]+, 1 H-NMR (CDCI3): delta (ppm) 8.83 (s, 1 H), 7.35 (s, 1 H)1 7.21 (t, 1 H), 6.98 (d, 1 H), 6.49 (d, 1 H), 4.4 (q, 2H), 4.07 (d, 2H), 2.85 (m, 1 H), 2.17 (m, 2H), 1.95 (m, 4H), 1.42 (t, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 4415-82-1.

Reference:
Patent; NOVARTIS AG; WO2008/101905; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding some certain compound to certain chemical reactions, such as: 4415-82-1, name is Cyclobutylmethanol, 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 4415-82-1. 4415-82-1

General procedure: To a stirred solution of alcohol 9 (8.00mmol) in toluene (40mL) under argon were added sequentially diethyl phosphonoacetic acid (1.35mL, 8.40mmol), DIPEA (3.62mL, 20.8mmol) and propyl phosphonic anhydride (6.62g, 10.4mmol, 50% w/w solution in ethyl acetate/THF). The solution was stirred at rt for 4h after which time it was diluted with water (50mL) and extracted with ethyl acetate (3¡Á100mL) followed by sequential washing of the combined organic extracts with 10% aqHCl (50mL), satd aqNaHCO3 (50mL) and brine (50mL). The organic extracts were dried over MgSO4 and concentrated in vacuo, affording the alpha-(diethoxyphosphoryl)acetate product 10, which was used without further purification.

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 4415-82-1.

Reference:
Article; Lloyd, Matthew G.; D’Acunto, Mariantonietta; Taylor, Richard J.K.; Unsworth, William P.; Tetrahedron; vol. 71; 39; (2015); p. 7107 – 7123;,
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