Month: September 2021

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. Formula: C5H10O

A solution of cyclobutanemethanol (4.0 g, 46.4 mmol) in dichloromethane (28 mL) at 25 C. was treated with 4-dimethylaminopyridine (6.23 g, 50.9 mmol). The reaction was then cooled to 0 C. and was treated with para-toluenesulfonylchloride (8.95 g, 46.94 mmol). The reaction was allowed to slowly warm to 25 C. and was allowed to stir overnight. After this time, the reaction was partitioned between water (200 mL) and methylene chloride (2×200 mL). The combined organics were washed with a 1N aqueous hydrochloric acid solution and a saturated aqueous sodium chloride solution (1×200 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to afford toluene-4-sulfonic acid cyclobutylmethyl ester (10.87 g, 97%) as colorless oil which was used 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,4415-82-1, its application will become more common.

Reference:
Patent; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
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Synthetic Route of 136-80-1, 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. 136-80-1, name is N-(2-Hydroxyethyl)-2-methylaniline, molecular formula is C9H13NO, 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.

This embodiment provides a quinone compound, and its reaction formula is:In a reaction flask, 5 mmol of N-hydroxyethyl-2-methylaniline and 7.5 mmol of 2-methylaniline provided in Example 2 were weighed out and dissolved in 200 ml of acetonitrile, and Sn/activated carbon loaded catalyst was added, and TLC was used to detect N. The reaction was stopped after the reaction of hydroxyethyl-2-methylaniline was completed.After isolation and purification, 7-methylindole was obtained (yield 64.3%).

According to the analysis of related databases, 136-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chongqing Huage Biochemical Co., Ltd.; He Xiaoqiang; Chen Zhizhong; Wu Chengli; (8 pag.)CN107445881; (2017); A;,
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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.2854-16-2, name is 1-Amino-2-methylpropan-2-ol, molecular formula is C4H11NO, molecular weight is 89.14, as common compound, the synthetic route is as follows.Product Details of 2854-16-2

To a suspension of aminomalononitrile 7-toluenesulfonate (2.0 g, 7.9 mmol, 1.0 equiv) in THF (30 mL) at 25 °C was added NE.3 (1.3 mL, 9.5 mmol, 1.2 equiv) in one portion. The mixture was stirred for 30 min to afford a homogeneous solution. To this solution was added triethyl orthovalerate S3 (2.2 mL, 9.5 mmol, 1.2 equiv) and the solution was heated at reflux for 3 h. TLC indicated the presence of starting material, thus additional triethyl orthovalerate (1.1 mL, 4.7 mmol, 0.6 equiv) was added. The solution was heated at reflux for another 2 h then cooled to 25 °C. Next, NEt3 (1.3 mL, 9.5 mmol, 1.2 equiv) and l-amino-2-methylpropan-2-ol S2 (844 mg, 9.5 mmol, 1.2 equiv) were added sequentially and the reaction was stirred at 25 °C for 15 h. The reaction was concentrated in vacuo and the resulting solid residue was redissolved in CH2C12 (100 mL) and washed with saturated aqueous Na2C03 solution (25 mL). The aqueous layer was extracted with CH2C12 (3 x 20 mL). The combined organic fractions were washed with saturated aqueous NaCl, dried (MgS04) and concentrated in vacuo. Purification by flash column chromatography on silica gel (CH2Cl2-9/l MeOH/CH2Cl2, gradient) afforded the title compound (1.55 g, 83percent) as an off white solid: 1H NMR (CD3OD, 600 Hz) delta 0.94 (t, J- 6.0 Hz, 3H), 1.23 (s, 6H), 1.37 (hex, J- 7.8 Hz, 2H), 1.66 (pent, J= 6.0 Hz, 2H), 2.60 (t, J= 6.0 Hz, 2H), 3.79 (s, 2H); 13C NMR (CD3OD, 150 Hz) delta 12.7, 21.9, 26.0, 26.4, 29.1, 52.9, 71.2, 89.5, 116.2, 145.2, 149.2; MS (ESI+): calcd C12H21N40 [M + H]+ 237.3, found 237.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2854-16-2, 1-Amino-2-methylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; REGENTS OF THE UNIVERSITY OF MINNESOTA; FERGUSON, David M.; OHLFEST, John; ALDRICH, Courtney; WO2013/33345; (2013); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 32328-03-3, Diethyl 3-hydroxyglutarate, 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, Application In Synthesis of Diethyl 3-hydroxyglutarate, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Diethyl 3-hydroxyglutarate

General Preparation of 3-hvdroxy protected glutaric acid. A four-neck round bottom flask fitted with a mechanical stirrer, condenser and charging tube, was charged with methylene dichloride (675 ml) followed by charging of imidazole (187.2 g), t-butyldimethylsilyl chloride (248.3 g) under nitrogen atmosphere. Reaction mass was maintained for 1-2 hours at 20-300C followed by addition of a solution of 3-hydroxy diethyl glutarate in methylene chloride (225 g). The mass was maintained for 4-6 hours followed by water and brine washing of the reaction mass. Methylene dichloride under vacuum at 30- 350C was distilled out and residue was charged into a solution of 30-40% aq. methyl alcohol (1850 ml), sodium hydroxide (96.8 g) at 25-350C and mixed for 20-30 hours. Solvent is distilled out under vacuum at 40-450C, mass was further diluted with water and 1-12N hydrochloric acid was added to bring pH to 2.5-4 and the product was extracted with t-butyl methyl ether and concentrated to give 71 % of 3-hydroxy protected glutaric acid.

The synthetic route of 32328-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/130638; (2008); 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.504-63-2, name is 1,3-Propanediol, molecular formula is C3H8O2, molecular weight is 76.0944, as common compound, the synthetic route is as follows.Application In Synthesis of 1,3-Propanediol

General procedure: To a solution of substrate (1 mmol) and acetic anhydride (1.5 mmol) was added supported iron catalyst (Fe/SBA-15) (0.005 mmol, 0.085 g) and the mixture was stirred at 40 C. After completion of the reaction (TLC), the reaction mixture was filtered and the catalyst rinsed with ethyl acetate and heated at 70 C prior to its reuse in the next reaction. The organic layer was washed with saturated NaHCO3 and water, and dried over anhydrous sodium sulfate. The product was obtained after removal of the solvent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-63-2, 1,3-Propanediol, and friends who are interested can also refer to it.

Reference:
Article; Rajabi, Fatemeh; Luque, Rafael; Catalysis Communications; vol. 45; (2014); p. 129 – 132;,
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Application of 14320-38-8 ,Some common heterocyclic compound, 14320-38-8, molecular formula is C5H8O, 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 1: Intermediate 1 [00819j A solution of the compound cyclopent-3-enol (1.5 g, 17.9 mmol) in 10 mL of DMF was cooled to 0 C and to the mixture was added TBDPSC1 (7.35 g, 26.8 mmol), imidazole (3.6 g, 53.6 mmol) and DMAP (0.2 g, 1.8 mmol) under N2. The mixture was stirred at 28 C under N2 overnight afterwhich itwas quenched through addition of saturated aqueous NaHCO3, extracted with EtOAc, dried and evaporated to dryness. (5.0 g, 87 %). ?H NMR (400 MHz, CDC13): oel.08 (s, 9H), 2.32-2.5 1 (m, 4H), 4.54-4.59 (m, 1H) 5.62 (s, 2H), 7.35-7.46 (m, 6H), 7.68 (dd, 4H).

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. 14320-38-8, Cyclopent-3-enol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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Application of 1227159-85-4, 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. 1227159-85-4, name is (1-(4-Bromophenyl)cyclobutyl)methanol, molecular formula is C11H13BrO, 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.

A mixture of 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole (260 mg, 1.00 mmol) and N,N-dimethylformiminium chloride (250 mg, 2.00 mmol) in dry dioxane (5 mL) and DMF (1 mL) was sealed in a reaction vessel and stirred at room temperature for 10 minutes to give a white slurry. To the slurry was added 2M aqueous potassium carbonate (2.5 mL, 5.0 mmol), [1-(4-bromophenyl)cyclobutyl]methanol (240 mg, 1.00 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (50 mg). The reaction mixture was degassed with nitrogen and heated to 90 C. for 30 minutes. The reaction was quenched with water (20 mL) and extracted with EtOAc (3*20 mL). The combined organic phases were dried and concentrated in vacuo to give 6-chloro-5-{4-[1-(hydroxymethyl)cyclobutyl]phenyl}-1H-indole-3-carbaldehyde (180 mg, 68% yield), which was used into next step without further purification.

According to the analysis of related databases, 1227159-85-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Alcohol – Wikipedia,
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Related Products of 161446-90-8, 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 161446-90-8, name is 3-Chloro-4-fluorobenzyl Alcohol. This compound has unique chemical properties. The synthetic route is as follows.

Example 222 4- ( (3-Chloro-4-fluorobenzyl) oxy) -1- (2- ( (1RS,2SR) -2- (2- hydroxypropan-2-yl ) cyclopropyl) -l-methyl-lH-benzimidazol-6- yl) pyridin-2 (1H) -one To a mixture of. 4-hydroxy-l- (2- ( ( IRS, 2SR) -2- (2- hydroxypropan-2-yl ) cyclopropyl) -l-methyl-lH-benzimidazol-6- yl) pyridin-2 (1H) -one (100 mg) , (3-chloro-4- fluorophenyl) methanol (95 mg) , tributylphosphine (0.219 ml) and THF (10 ml) was added 1, 1′ – (azodicarbonyl) dipiperidine (223 mg) , and the mixture was stirred at 60C for 2 h. The reaction mixture was diluted with EtOAc, washed with water and brine successively, dried over MgS04, filtered through a plug of NH silica gel, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH) , followed by NH silica gel column chromatography (hexane/EtOAc) . Then the resulting solid was recrystallized from IPA-EtOAc to give the title compound (58.4 mg) as an off-white solid. MS (ESI+) : [M+H] + 482.2. XH NMR (400 MHz, DMSO-d6) : delta 1.09 (6H, s) , 1.23-1.32 (1H, m) , 1.36-1.44 (1H, m) , 1.56-1.66 (1H, m) , 2.22-2.31 (1H, m) , 3.86 (3H, s), 5.18 (2H, s) , 5.86 (1H, s) , 5.98 (1H, d, J = 2.3 Hz), 6.13 (1H, dd, J = 2.3, 7.8 Hz), 7.09 (1H, d, J = 8.4 Hz), 7.35 (1H, d, J = 7.9 Hz), 7.51-7.59 (3H, m) , 7.60-7.70 (2H, m) .

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 161446-90-8, 3-Chloro-4-fluorobenzyl Alcohol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); A1;,
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Electric Literature of 4415-73-0, 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 4415-73-0, name is 1,1-Cyclobutanedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of [1-(hydroxymethyl)-cyclobutyl]methanol (2.50 g, 21.5 mmol, 1.0 equiv.) which was prepared as described in the reference (F. X. Tavares et al., J. Med. Chem. 2004, 47, 5057-5068) in CH2Cl2 (43 mL) was added SOCl2 (2.35 mL, 32.3 mmol, 1.5 equiv.) slowly at 0 C. After being stirred for 2 h at 25 C., the reaction was diluted (10% MeOH/CH2Cl2) and washed (1×H2O and 1×brine). The organic layer was dried (Na2SO4) and concentrated under reduced pressure to provide the product as a colorless liquid

According to the analysis of related databases, 4415-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; US2007/299111; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts