Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 456-47-3, 3-Fluorobenzyl alcohol, 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, Formula: C7H7FO, blongs to alcohols-buliding-blocks compound. Formula: C7H7FO

General procedure: A round-bottom flask was charged with alcohol (2 mmol), CuOTf (0.1 mmol, 0.05 equiv) (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 equiv), TEMPO (0.1 mmol, 0.05 equiv), DMAP (0.15 mmol, 0.075 equiv) and CH3CN (5 ml). The reaction mixture was stirred at 25 C open to air until the completion of the reaction, as monitored by TLC. After completion, CH3CN was evaporated under vacuum. The residue was then diluted with CH2Cl2 (5 ml) and filtered through a plug of silica gel to afford the desired product.

The synthetic route of 456-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Yangyang; Xie, Aming; Li, Junjian; Xu, Xiao; Dong, Wei; Wang, Boliang; Tetrahedron; vol. 70; 52; (2014); p. 9791 – 9796;,
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Reference of 431-38-9, Adding some certain compound to certain chemical reactions, such as: 431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol,molecular formula is C3H6F3NO, 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 431-38-9.

To a solution of intermediate Int-13 (1.0 equiv.) and racemic-3-amino-l,l,l-trifluoropropan-2-ol (3.0 equiv.) in 3: 1 dioxane/water (1.3 mL) was added triethylamine (5.0 equiv.). The reaction mixture was stirred at 90C for 18 h. After cooling to room temperature, the reaction mixture was reduced to half its volume, diluted with 1N aqueous HC1 solution and ethyl acetate. The layers were separated and the organic layer was washed successively with water then saturated aqueous sodium chloride solution, dried (sodium sulfate), and concentrated in vacuo to afford a crude solid. The crude material was purified by reverse phase HPLC using a gradient of 30 to 60% acetonitrile in water (modified by 0.1% formic acid) to provide racemic Compound 1-8 (34.5 mg, 55 % yield) as a pale yellow solid. 1H NMR (500 MHz, CD3OD) d (ppm): 9.35 (s, 1 H), 8.32 (s, 1 H), 8.12 (s, 1 H), 7.80 (s, 1 H), 7.25 – 7.30 (m, 1 H), 7.17 – 7.24 (m, 1 H), 6.99 – 7.02 (m, 1 H), 7.02 – 7.07 (m, 1 H), 4.66 (s, 2 H), 4.33 – 4.41 (m, 1 H), 4.03 (dd, 1 H), 3.76 (dd, 1 H). MS ES+ m/z = 467.2

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. 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYCLERION THERAPEUTICS, INC.; RENNIE, Glen, Robert; RENHOWE, Paul, Allan; NAKAI, Takashi; MERMERIAN, Ara; CUMBERBATCH, Helen; (99 pag.)WO2019/126354; (2019); A1;,
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Electric Literature of 37585-16-3, 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. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, 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.

General procedure: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

According to the analysis of related databases, 37585-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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Adding a certain compound to certain chemical reactions, such as: 873-76-7, (4-Chlorophenyl)methanol, 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, 873-76-7, blongs to alcohols-buliding-blocks compound. SDS of cas: 873-76-7

General procedure: To a stirred solution of triphenylphosphine (1.5 mmol) in dry dichloromethane was added iodine (1.5 mmol)and polymer supported 4-DMAP (0.4 mmol, 40 mol%). Stirring was continued for 2 min; alcohol (1mmol) was then added. The reaction was monitored by TLC. After complete conversion of the alcohol (as indicated byTLC), the reaction was quenched with an aqueous solution of sodium thiosulfate (20 mL). The organic solventswere removed and the aqueous solution extracted with ethylacetate (50 mL). The combined organic layers weredried using sodium sulfate (anhydrous), filtered and concentrated. The residue was purified by column chromatography (2% EtOAc in hexane) to get the desired iodide product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,873-76-7, its application will become more common.

Reference:
Article; Das, Diparjun; H Anal, Jasha Momo; Rokhum, Lalthazuala; Journal of Chemical Sciences; vol. 128; 11; (2016); p. 1695 – 1701;,
Alcohol – Wikipedia,
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Related Products of 83647-43-2, 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 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M TFA solution of Thallium Trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. Analysis by TLC showed no starting material remaining. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 min to ensure complete removal of TFA. To the residue was then added Palladium(II) Chloride (529 mg, 2.98 mmol), Lithium Chloride (2.53 g, 59.7 mmol), Magnesium Oxide (2.41 g, 59.7 mmol), and MeOH (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2-benzofuran-1(3H)-one. 1H-NMR (500 MHz, CDCl3) delta ppm 7.71 (d, J = 8.0 Hz, 1H), 7.58 (d, J = 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; Merck Sharp & Dohme Corp.; TANG, Haifeng; PASTERNAK, Alexander; YANG, Lihu; WALSH, Shawn, P.; PIO, Barbara; SHAHRIPOUR, Aurash; TEUMELSAN, Nardos; (111 pag.)EP2632465; (2015); B1;,
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Application of 1805-32-9, Adding some certain compound to certain chemical reactions, such as: 1805-32-9, name is 3,4-Dichlorobenzyl alcohol,molecular formula is C7H6Cl2O, 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 1805-32-9.

EXAMPLE 8 1-(3,4-Dichlorobenzyloxy)-3-methyl-4-isoquinoline Acetic Acid 1,2-Dihydro-3-methyl-1-oxo-4-isoquinoline acetic acid (770 mg., 3.30 mmol) and phosphorous oxychloride (1.0 ml. 10.7 mmol) were refluxed in 8 ml. ethyl acetate for 16 hr then vacuum evaporated to dryness. The residue was partitioned between water and ethyl acetate. The aqueous phase was washed with ether. The combined organic phases were washed with brine, dried over magnesium sulfate, filtered, and vacuum evaporated to yield a viscous, homogeneous oil, 1-chloro-3-methyl-4-isoquinoline acetic acid; 772 mg. (99%). This oil (623 mg., 2.65 mmol) in 6 ml. dimethylformamide was added to a solution of 3,4-dichlorobenzyl alcohol (2.75 g., 15.5 mmol) and potassium tert-butoxide (600 mg., 534 mmol) in 2 ml. dimethylformamide and the mixture was heated at 115 for 3 hr. After cooling the mixture was poured onto crushed ice and washed with 3*60 ml. ether. The basic aqueous layer was acidified to pH 3 with 1 N hydrochloric acid and extracted 3*100 ml. ether. The organic extract was dried over magnesium sulfate, filtered, and vacuum evaporated to an oily solid; 568 mg. (57%). Trituration of this residue with methanol then hexane and fractional crystallization from chloroform afforded pure title compound: 44 mg. (4%), mp 180-183.

According to the analysis of related databases, 1805-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US4283539; (1981); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, 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. HPLC of Formula: C9H11BrO

A round-bottom-flask was charged with 3-(4-bromophenyl)propan-1-ol (88) (406 mg, 1.89 mmol, 1 eq), pyridin-3-ylboronic acid (348 mg, 2.83 mmol, 1.5 eq) and Pd(PPh3)4 (20 mg, 0.02 mmol, 0.01 eq) dissolved in DCM (1.9 mL) and DMF (4.2 mL). The flask was put under an argon atmosphere and aqueous K2CO3 (2 M, 2.36 mL, 4.73 mmol, 2.5 eq) was added. The reaction mixture was stirred at 85C for 2.5 h, filtered over Celite and concentrated under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 50% to 90% EtOAc in pentane) to yield the product (296 mg, 74%). 1H NMR (400 MHz, chloroform-d) delta 8.83 (d, J = 1.9 Hz, 1H), 8.57 (dd, J = 4.8, 1.3 Hz, 1H), 7.88 (dt, J = 7.9, 1.9 Hz, 1H), 7.51 (d, J = 8.1 Hz, 2H), 7.37 (dd, J = 7.8, 4.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 3.72 (t, J = 6.4 Hz, 2H), 2.83 – 2.74 (m, 2H), 2.59 (s, 1H), 1.94 (dt, J = 13.9, 6.4 Hz, 2H). 13C NMR (101 MHz, chloroform-d) delta 148.12, 148.09, 142.25, 136.70, 135.37, 134.49, 129.34, 127.23, 123.75, 62.13, 34.28, 31.85.

With the rapid development of chemical substances, we look forward to future research findings about 25574-11-2.

Reference:
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
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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.2919-23-5, name is Cyclobutanol, molecular formula is C4H8O, molecular weight is 72.1057, as common compound, the synthetic route is as follows.Computed Properties of C4H8O

a) 5-Bromo-6-cyclobutoxy-3-pyridinecarboxylic acid 5-Bromo-6-chloro-3-pyridinecarboxylic acid (CAN 29241-62-1, 2.0 g, 8.46 mmol) was dissolved in DMSO (20.0 mL). Cyclobutanol (793 mg, 857 ??, 11.0 mmol) and potassium hydroxide powder (1.42 g, 25.4 mmol) were added and the mixture was stirred at room temperature overnight. Water (20 mL) was added and the mixture was acidified (under ice-water bath cooling) with 37% HC1 in water (pH = 2). The suspension was filtered, washed with water and the solid was dried to yield 1.88 g (82%) of the title compound as a white solid; MS (ESI): 270.2 (M-H)~. b) 5-(4-Chloro-phenyl)-6-cyclobutoxy-3-pyridinecarboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2919-23-5, Cyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GRETHER, Uwe; HEBEISEN, Paul; MOHR, Peter; RICKLIN, Fabienne; ROEVER, Stephan; WO2013/37703; (2013); A1;,
Alcohol – Wikipedia,
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Application of 62285-58-9 ,Some common heterocyclic compound, 62285-58-9, molecular formula is C9H12O, 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 2,6-dimethylbenzyl alcohol (456 mg, 3.35 mmol) and triethylamine (0.560 mL, 4.02 mmol) in dichloromethane (CH2Cl2, 15 mL) was added methanesulfonyl chloride (0.258 mL, 3.68 mmol) under ice-cooling and the mixture was stirred for one hour. Thereto was subsequently added lithium bromide (LiBr, 582 mg, 6.70 mmol) under ice-cooling, and the mixture was warmed to room temperature and the mixture was stirred for 2 hours. Thereto was added water to quench the reaction and the reactant was extracted with ethyl acetate and the organic layer was washed twice with water. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound 364 mg as colorless oils. 1H-NMR delta (DMSO-d6); 2.37 (6H, s), 4.71 (2H, s), 7.04-7.16 (3H, m).

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. 62285-58-9, (2,6-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1736467; (2006); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 2077-19-2, 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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

Example 2: Synthesis of 1-bromo-4-(1-methoxy-1-methyl-ethyl)-benzene:A mixture of 6.87 g of ethyl 4-bromobenzoate (10) was allowed to react with 64 mL(1.4 M in toluene) of methyl magnesium bromide in THF at -4O0C for 1 hour, and the reaction mixture was gradually warmed to O0C. The reaction was quenched with saturated aqueous ammonium chloride solution and the resultant mixture was extracted with ethyl acetate. The organic layer was washed with brine, was dried over magnesium sulfate, was filtered, and the solvent was removed in vacuo. Purification by silica gel chromatography (50:1 to 10:1 EPO hexanes-ethyl acetate) afforded 6.44 g (99% yield) of 2-(4-bromophenyl)propan-2-o1 ; MS (AP/CI) observed: 199.1 (M+H – H2O)+, 100%; 213.1 , 215.1 (M-H)”, 60%, 80%. 2-(4- Bromophenyl)propan-2-o1 (1.77 g) and iodomethane (1.16 g) in THF (100 mL) were treated with sodium hydride, 60% in mineral oil (328 mg). After stirring for 24 h at room temperature, the reaction mixture was quenched with dilute aqueous hydrochloric acid, was extracted with ethyl acetate, and the organic layer was washed with brine, was dried over magnesium sulfate, was filtered, and the solvent was removed in vacuo. The resultant oil was purified by silica gel chromatography (200:1 hexanes-ethylacetate) to afford 0.5 g of 1-bromo-4-(1- methoxy-1-methyl-ethyl)-benzene; 13C NMR (400 MHz, CDCI3) delta 145.35, 131.53, 127.91 , 121.00, 50.90, 28.60.

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/75226; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts