Tag: M.W=0-100

Related Products of 96-35-5 ,Some common heterocyclic compound, 96-35-5, molecular formula is C3H6O3, 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 1Reduction of Methyl Glycolate in Methanol to Ethylene Glycol The following example shows the positive effect of adding a promoter to the catalyst mixture. Run 1 in the table below is a comparative example. Runs 2-9 represent variants of the current invention.A 300-milliliter autoclave was charged with Ru(Acac)3 (0.10 mmole), TRIPHOS (0.50 mmole), and the promoter in the amount specified in the table. Methanol (32 milliliters) and methyl glycolate (0.156 mole) were added, and the reactor was sealed under N2. The reactor was pressurized to 250 psig (1.7 MPa) with H2 and heated to 200 C. Upon reaching 200 C., the H2 pressure was raised to 2000 psig (13.8 MPa). The autoclave was stirred and held at 200 C., 2000 psig (13.8 MPa) for a total of 3 hours. The autoclave was then cooled, excess gas vented, and the contents recovered. The contents were analyzed by the use of an internal standard gas chromatography method for the presence of methyl glycolate (?MG?) and ethylene glycol (?EG?). The results are shown in the table below. Catalyst Activity Rate Amount of Conversion of Selectivity to (moles EG per Promoter MG EG mole of Ru Run Promoter (mmole) (%) (%) per hr) 1 none none 39.5 88.4 205 2 Zn 0.25 49.3 88.9 228 Acetonylacetonate 3Me4NBF4 0.025 99.7 98.2 509 4Me4NBF4 0.001 96.8 98.2 394 5NH4PF6 0.025 100 96.9 504 6NH4OAc 0.150 67.8 94.8 334 7Ph4PBr 0.025 84.1 97.8 428 8NaPh4B 0.500 81.1 93.5 394 9BuN4PF6 0.025 97.8 95.8 487 Analysis of the run without a promoter showed a 39.5% conversion of the methyl glycolate with 88.4% selectivity to ethylene glycol. The catalyst activity rate for this experiment was 205 moles of EG per mole of ruthenium per hour. On the other hand, runs with a promoter showed MG conversions of 49-100%, EG selectivities of 89-98%, and catalyst activity rates of 230-510 moles of EG per mole of ruthenium per hour. This data show the positive effects of adding a promoter to the reaction mixture.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96-35-5, its application will become more common.

Reference:
Patent; EASTMAN CHEMICAL COMPANY; US2009/143612; (2009); A1;,
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Electric Literature of 33420-52-9, 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. 33420-52-9, name is 2,2-Difluoropropan-1-ol. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 5-chloro-3-[(2-chlorophenyl)methyl]-7-(3,3-difluoropyrrolidin-l- yl)triazolo[4,5-d]pyrimidine (example 8, step a) (38.5 mg, 0.1 mmol), 2,2,2-Trifluoro- ethanol (99 mg, 1 mmol) and NaH (suspension in oil, 20 mg, 5 mmol) in DMF (1 mL) was stirred at 110 C for 6 h. After cooling to room temperature formic acid was added and the mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. After evaporation of the product containing fractions 29.3 mg (65 %) of the title compound was isolated. MS(m/e): 449.2 (MH+). Example 53; 3-[(2-Chlorophenyl)methyl]-5-(2,2-difluoropropoxy)-7-(3,3-difluoropyrrolidin-l- yl)triazolo[4,5-d]pyrimidine; In analogy to the procedure described for the synthesis of 3-[(2-chlorophenyl)methyl]-7- (3,3-difluoropyrrolidin-l-yl)-5-(2,2,2-trifluoroethoxy)triazolo[4,5-d]pyrimidine (example 40) the title compound was prepared from 5-chloro-3-[(2-chlorophenyl)methyl]-7-(3,3- difluoropyrrolidin-l-yl)triazolo[4,5-d]pyrimidine and 2,2-difluoropropan-l-ol with the use of Cs2C03 instead of NaH. MS(m/e): 445.3 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33420-52-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ROEVER, Stephan; ROGERS-EVANS, Mark; NETTEKOVEN, Matthias; SCHMITT, Sebastien; GRETHER, Uwe; KIMBARA, Atsushi; WO2015/32769; (2015); A1;,
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Synthetic Route of 627-27-0, 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. 627-27-0, name is But-3-en-1-ol. A new synthetic method of this compound is introduced below.

In a 1000 ml rb flask were placed 3-buten-1-ol (7.21 g, 100.00 mmol), 3,4-dihydro-2H-pyran (12.62 g, 150.00 mmol) and pyridinium p-toluenesulfonate (2.51 g, 10.00 mmol) in 350 ml of anhydrous dichloromethane. The reaction mixture was stirred at room temperature for 4 h. Then the reaction mixture was concentrated and the residue was purified by column with Hexane/Ethyl acetate=100/5 to provide 13.90 g of the desired product as an oil (89.0%). 1H-NMR (DMSO-d6) delta 5.851-5.742 (m, 1H), 5.103-5.011 (d, 1H), 4.997-4.985 (d, 1H), 4.555-4.537 (t, 1H), 3.745-3.611 (m, 2H), 3.433-3.347 (m, 2H), 2.290-2.236 (m, 2H), 1.698-1.675 (m, 2H), 1.611-1.566 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,627-27-0, its application will become more common.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/298297; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2919-23-5, Cyclobutanol, 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, COA of Formula: C4H8O, blongs to alcohols-buliding-blocks compound. COA of Formula: C4H8O

Sodium hydride (60% dispersion in mineral oil, 0.066 g, 1.65 mmol) was added portionwise to a stirring solution of cyclobutanol (0.12 g, 1.66 mmol) in THF (10 mL) at room temperature over 10 min. The mixture was stirred for 1 h, and was treated with compound 254 (0.50 g, 1.1 1 mmol). The mixture was heated at 60 C under nitrogen overnight, cooled to room temperature, and quenched with aq. sat. KH2PO4 (50 mL). The solvent was evaporated in vacuo and the residue was extracted with EtOAc (50 mL). The organic extract was washed with brine (100 mL), dried over MgS04, filtered, and concentrated. The residue was purified by flash chromatography (silica gel, eluting with 50% EtOAc in hexanes) to give compound 260a (0.54 g, quantitative yield) as an off-white foamy solid. m/z = 486 (M+l).

The synthetic route of 2919-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REATA PHARMACEUTICALS, INC.; JIANG, Xin; BENDER, Christopher, F.; VISNICK, Melean; HOTEMA, Martha, R.; SHELDON, Zachary, S.; LEE, Chitase; CAPRATHE, Bradley, William; BOLTON, Gary; KORNBERG, Brian; (497 pag.)WO2018/111315; (2018); A1;,
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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.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.Recommanded Product: 2-Cyclopropylethanol

A. p-Toluenesulfonyl chloride (7.20 g, 37.8 mmol) was added to a cooled (0 C) solution of 2-cyclopropylethanol (4.00 g, 46.4 mmol) in pyridine (10 mL) and dichloromethane (60 mL). The reaction mixture was stirred at ambient temperature overnight, then diluted with ether (200 mL) and washed sequentially with water, 10% HCl, water and brine and then dried over anhydrous Na2SO4. Toluene-4-sulfonic acid 2-cyclopropylethyl ester (8.1 g, 89%) was obtained after removal of solvent and used for next step reaction without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
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Reference of 616-29-5 ,Some common heterocyclic compound, 616-29-5, molecular formula is C3H10N2O, 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 Schiff base ligand, H2L was prepared prepared according to literature method [15]. To prepare the Schiff base ligand, 2-hydroxy-1,3-diaminopropane (0.0890g, 1mmol) was refluxed with O-vanilin (0.3046g, 2mmol) in 20ml dehydrated alcohol for 6h and after 7-10 days yellowish orange colored compound was isolated from solution, which was dried and stored in vaccuo over CaCl2 for subsequent use. Yield: 3.420g (87%). Anal. Calc. for C19H22N2O5 (H2L): IR (KBr, cm-1): 3365 (vOH), 1618 (vC=N), 1333, 1245 (vPhO); UV-Vis (lambdamax, nm): 255, 315, 403; 1H NMR (delta ppm, 400Mz, DMSO-d6) delta=13.55 (s, 2H), 9.92 (s, 2H), 7.26-6.90 (Ar-H, 6H), 5.94 (s, 1H), 3.93 (s, 6H) ppm. EI-MS (m/z) 359.16 [H2L+H+]+ (see Scheme 1).

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. 616-29-5, 1,3-Diaminopropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pal, Sukanta; Chowdhury, Biswajit; Patra, Moumita; Maji, Milan; Biswas, Bhaskar; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 144; (2015); p. 148 – 154;,
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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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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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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;,
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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. 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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