Month: September 2021

Synthetic Route of 558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

[00296j Step 1: methyl 6-chloro-5-(2-hydroxy-2-methyl-propoxy)pyridine-2-carboxylate [00297j A solution of methyl 6-chloro-5 -hydroxy-pyridine-2- carboxylate (1.6 g, 8.3 mmol) in methanol (1.5 mL) was treated with finely ground potassium carbonate (4.6 g, 33.0 mmol). The reaction mixture was heated to 80 °C and1-chloro-2-methyl-propan-2-ol (1.7 mL, 16.5 mmol) was added. The reaction mixture was heated at 80 °C overnight. The reaction mixture was concentrated under reduced pressure. The remaining residue was suspended in water (75 mL) and extracted with ethyl acetate (2 x 75 mL). Organic layers were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting oil was purified bysilica gel colunm chromatography: 40 gram silica gel column, 0-30percent ethyl acetate/hexane gradient over 25 mm to afford methyl 6-chloro-5-(2-hydroxy-2-methyl- propoxy)pyridine-2-carboxylate (1.2 g, 54percent) was obtained as a colorless solid. ?H NMR (400 MHz, CDC13) oe 8.09 (d, J = 8.4 Hz, 1H), 7.27 (d, J = 8.4 Hz, 1H), 3.98 (s, 3H), 3.94 (s, 2H), 1.41 (s, 6H). ESI-MS mlz calc. 259.1, found 260.2 (M+1)+;Retention time: 0.99 mm (3 mm run).

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DENINNO, Michael, Paul; ANDERSON, Corey; CONROY, Erica, Lynn; FRIEMAN, Bryan, A.; GROOTHENHUIS, Peter, Diederik Jan; HADIDA-RUAH, Sara, Sabina; HURLEY, Dennis, James; PIERRE, Fabrice Jean, Denis; SILINA, Alina; UY, Johnny; ZHOU, Jinglan; WO2015/6280; (2015); 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.402-63-1, name is 1-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.Quality Control of 1-(3-Fluorophenyl)ethanol

Example 93 5-(2-(4-Hydroxy-piperidino)-ethyl)-2-methyl-1H-indole-3-carboxylic Acid-1-(3-fluorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting 1-(3-fluorophenyl)-ethanol for (S)-phenylethanol, and substituting 4-hydroxypiperidine for diethylamine. ESI+MS m/z 425 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,402-63-1, 1-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-88-2, 3,3,3-Trifluoropropan-1-ol, 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

Example 114 2-[3-(2-Fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]-5,5-dimethyl-4-(3,3,3-trifluoropropoxy)-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one Under argon, 57 mg (0.22 mmol) of triphenyl phosphine was dissolved in 1.5 ml THF, 43 mul (0.22 mmol) of diisopropyl azodicarboxylate and 25 mg (0.22 mmol) of 3,3,3-trifluoropropan-1-ol were added and it was stirred for 10 min. Then a suspension of 80 mg of example 109 in 0.5 ml DMF, which had been treated for 3 min in the ultrasonic bath, was added and the reaction mixture was stirred overnight at RT (solution). A further 57 mg (0.22 mmol) of triphenyl phosphine was added, the mixture was treated for 10 min in the ultrasonic bath, then a further 43 mul (0.22 mmol) of diisopropyl azodicarboxylate was added and it was stirred overnight. Then a further 25 mg (0.22 mmol) of 3,3,3-trifluoropropan-1-ol and 57 mg (0.22 mmol) of triphenyl phosphine were added, the reaction mixture was treated for 10 min in the ultrasonic bath, then 43 mul (0.22 mmol) of diisopropyl azodicarboxylate was added and it was stirred for another night at RT. The reaction mixture was purified by preparative HPLC (Reprosil C18, gradient of acetonitrile/0.01percent aq. formic acid). Yield: 37 mg (37percent of theor.) LC-MS (method 1): Rt=1.21 min; MS (ESIpos): m/z=501 [M+H]+ 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.35 (s, 6H), 2.92 (qt, 2H), 4.79 (t, 2H), 5.87 (s, 2H), 7.11-7.27 (m, 3H), 7.32-7.41 (m, 1H), 7.45 (dd, 1H), 8.68 (dd, 1H), 8.86 (dd, 1H), 11.45 (s, 1H).

The synthetic route of 2240-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; FOLLMANN, Markus; STASCH, Johannes-Peter; REDLICH, Gorden; GRIEBENOW, Nils; LANG, Dieter; WUNDER, Frank; HUeBSCH, Walter; LINDNER, Niels; VAKALOPOULOS, Alexandros; TERSTEEGEN, Adrian; US2013/338137; (2013); 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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5F9O

To a mixture, kept under stirring, of C4F3CH2CH2OH (200 g, 0.757 moles), tetrahydrofurane (350 ml) and cyclohexane (300 ml) at 250C, an aqueous solution of NaOH (400 ml, 50%) was added drop-wise. After stirring for 2 hours, benzyltriethyl ammonium chloride (25 g, 0.11 moles) as phase transfer catalyst, and then 1- bromopropane (170 g, 1.38 moles) were added. The reaction mixture was kept under stirring at 400C for 40 hours, then at 700C for 8 hours. The resulting mixture was poured into water and the organic phase thus obtained was washed two times with water. After removing the fraction having a low boiling point, the raw product was subjected to distillation at reduced pressure, ? thus obtaining 200 g of C4F9CH2CH2O (CH2) 2CH3 (yield 86%, boiling temp. 1470C, n 1.3255) . Spectrographic data confirm the obtained structure: GC/MS m/z at 305 (M- H)+, 377 (M-CH2CH3J+, 73 ( -CH2OCH2CH2CH3) +, 43 (- CH2CH2CHj) + ; for NMR data see Tables 1-2.

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, 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol.

Reference:
Patent; ALChiMI.A. S.r.l.; WO2009/133575; (2009); A1;,
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Application of 624-95-3 ,Some common heterocyclic compound, 624-95-3, molecular formula is C6H14O, 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.

Typically, the dehydrogenation reactions were performedin a stainless steel autoclave equipped with an automatictemperature controller, a thermocouple, a magnetic stirrerand a pressure gauge. Taking catalytic dehydrogenationof 3,3-dimethyl-1-butanol as an example: 3,3-dimethyl-1-butanol (2 mmol), 6.6Cu-2Ni/gamma-Al2O3 (0.4 g), styrene(8 mmol) and mesitylene (2 mL) were added to the autoclave.After the autoclave was sealed, N2 was charged toreplace the air. Then, the autoclave was heated to 150 Cunder magnetic stirring within 20 min. After 24 h, the reactorwas cooled down to room temperature. The liquid reactionmixture was diluted and analyzed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,624-95-3, its application will become more common.

Reference:
Article; Yang, Xiaomei; Fu, Xiaomin; Bu, Ningning; Han, Li; Wang, Jianfeng; Song, Chengying; Su, Yunlai; Zhou, Lipeng; Lu, Tianliang; Journal of the Iranian Chemical Society; vol. 14; 1; (2017); p. 111 – 119;,
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Application of 37729-18-3, Adding some certain compound to certain chemical reactions, such as: 37729-18-3, name is 2-([1,1′-Biphenyl]-4-yl)ethanol,molecular formula is C14H14O, 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 37729-18-3.

(1-3) Preparation of 4- (2-iodoethyl) biphenyl A solution of methanesulfonyl chloride (9.54 g) in tetrahydrofuran (150 ml) was added dropwise to a solution 2- (biphenyl-4-yl) ethanol (5.53 g) and triethylamine (10.18 g) in tetrahydrofuran (150 ml) at 5C under nitrogen atmosphere. After stirring at room temperature for 6 hours, the precipitated crystals were collected by filtration. The filtrate was concentrated under reduced pressure and the resultant residue was purified with silica-gel column chromatography using a 1 : 1 mixture of hexane/ethyl acetate to give methanesulfonate of 2- (BIPHENYL-4-YL) ethanol as a colorless liquid. Sodium iodide (6.23 g) was added to a solution of the methanesulfonate in 2-butanone (150 ml) and stirred at 70C for 3 hours. The precipitate was filtered off and 5% aqueous sodium thiosulfate (30 ml) was added to the filtrate and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated saline solution and then dried over anhydrous sodium sulfate. The solvent was distilled off, and the resultant residue was purified with silica-gel column chromatography using a 5: 1 mixture of hexane and ethyl acetate to give the title compound (7.31 g) as a colorless liquid.

According to the analysis of related databases, 37729-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Pharma Corporation; WO2005/14525; (2005); A2;,
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Application of 597-31-9 ,Some common heterocyclic compound, 597-31-9, molecular formula is C5H10O2, 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.

2,2-dimethyl-3-hydroxy – propionaldehyde(hydroxypivalaldehyde, Mitsubishi Gas Chemical Co., Ltd., purity 99.8%) 121.8gand 2-ethyl-2-hydroxymethyl- propane-1,3 – diol (trimethylolpropane, TokyoChemical industry reagent) 159.2 g, and benzene 1054g, granular Nafion (tradename “NR-50”, sigma-Aldrich reagent) 5.3g were housed in a 2 literround bottomed flask and at atmospheric pressure, water produced was withdrawnoutside the system using a Dean-Stark trap while azeotroping with benzene, andallowed to react until distillation of water ceased. This was filtered and thenrecrystallized by concentrating and cooling, to give 219.9g of crystal of 2-(5-ethyl-5-hydroxymethyl – [1,3] dioxan-2-yl) -2-methyl – propan-1-ol (hereinafter, referred to as “compound HTPA”.) as the sum of thegeometric isomers. Below, this synthetic reaction scheme was illustrated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,597-31-9, its application will become more common.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY INCORPORATED; OKAMOTO, ATSUSHI; SATO, HIDEYUKI; (21 pag.)JP2016/13986; (2016); A;,
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Electric Literature of 6850-39-1 ,Some common heterocyclic compound, 6850-39-1, molecular formula is C6H13NO, 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 4; l-adamantan-l-yl-3-[3-(3-morpholin-4-yl-propoxy)cyclohexyl]urea (48); 1-Isocyanato-adamantane (180 mg, 1.02 mmol) was added to a mixture of 3- aminocyclohexanol (B-3) (123 mg, 1.07 mmol) in DMF (2.5 mL). The mixture was stirred at ambient temperature and monitored by LCMS. After 1.5 h, the reaction was determined to be complete by LCMS analysis. The mixture was chilled in an ice bath and quenched with H2O (ca. 5 mL ) and 1 N HCl (ca. 3 mL). After 30 minutes, the white solid that formed was collected by filtration, washed with H2O (ca. 20 mL), and transferred to a round-bottom flask with the aid of MeCN. The MeCN was evaporated and the solid was dried under high vacuum to provide 1 -(3 -Hydroxy eye lohexyl)-3-phenylurea (B-4) as a white solid (220 mg, 74%): LCMS m/z 293.4 [M + H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6850-39-1, its application will become more common.

Reference:
Patent; ARETE THERAPEUTICS, INC.; WO2008/116145; (2008); A2;,
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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 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 100-86-7

General procedure: In a typical reaction, alcohol (0.4 mmol) was mixed with AlCl3 (0.02 mmol, 5 mol%) and triphenylphosphine (PPh3, 0.02 mmol, 5 mol%) in nitromethane (1.0 mL). Thereafter the mixture was stirred at 80 C for 2 h. After the reaction, the mixture was cooled to room temperature, and the product was isolated using preparative thin layer chromatography (TLC, eluting solution: petroleum ether/ethyl acetate, 5/1 (v/v)). Tests for substrate scope were all performed with an analogous procedure.

With the rapid development of chemical substances, we look forward to future research findings about 100-86-7.

Reference:
Article; Liu, Changhui; Pan, Bin; Gu, Yanlong; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 37; 6; (2016); p. 979 – 986;,
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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 24034-73-9, name is (2E,6E,10E)-3,7,11,15-Tetramethylhexadeca-2,6,10,14-tetraen-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 24034-73-9

A dry reaction flask equipped with a stir bar and N2 inlet was charged with Geranylgeranyl alcohol 1 (0.087 g, 0.3 mmol), triethyl amine (0.062 mL, 0.45 mmol) and dichloromethane, DCM (1 mL) and cooled to 0 C. To it was added acetyl chloride (1M solution in DCM, 0.42 mL, 0.042 mmol) drop- wise and the resulting reaction was stirred at room temperature for overnight, ~24h. The reaction was quenched with aqueous NaHC03 solution, extracted with DCM (3 x 20 mL), the DCM extract was washed with water (20 mL), dried over anhydrous Na2S04 and solvent was evaporated under a reduced pressure. The resulting oily residue was purified by a silica gel column chromatography using n-hexanes to 1-2% EtOAC in n-hexanes to afford a colorless liquid of ester 2a. Yield: 0.059 mg (60%); TLC Rf: 0.58 (10% EtOAc/n-Hexanes); LCMS: MS (m/z): 333.4 (M+H); Ret. Time: 14.13 minutes

With the rapid development of chemical substances, we look forward to future research findings about 24034-73-9.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian; WO2014/163643; (2014); A1;,
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