Author: tianli

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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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. 67622-86-0, name is 2-Methyl-1-(methylamino)propan-2-ol. A new synthetic method of this compound is introduced below., Safety of 2-Methyl-1-(methylamino)propan-2-ol

General procedure: The solution of boronic acid 4 (9.4 mg, 0.025 mmol, 5 mol%) and aminoalcohol (5.2 mg, 0.025 mmol, 5 mol%) was refluxed in toluene for12 h to remove water azeotropically. The mixture was allowed to coolto r.t. and toluene was removed in vacuo. Next, 1 M SnCl4 in CH2Cl2(25 muL, 0.025 mmol, 5 mol%) was added to a solution of the oxazaborolidine,methacrolein (43 muL, 0.5 mmol, 1 equiv), and cyclopentadiene(125 muL, 1.5 mmol, 3 equiv) in CH2Cl2 (2.5 mL) and the mixturewas stirred for 2 h at -78 C. The reaction was quenched with sat. aqNaHCO3 and extracted with Et2O. The combined organic phase waswashed with brine, and dried (Na2SO4). After filtration and removal ofsolvent, the crude product was purified by column chromatography(silica gel, pentane/Et2O 9:1) to afford the Diels-Alder adduct (67 mg,98%) as a colorless oil. The enantioselectivity was determined to be84% ee by GC analysis after conversion into the chiral acetal by(2R,4R)-pentane-2,4-diol.GC [ULBON HR-20M (PEG-20M), 100 C]: tR = 24.3 (minor), 26.0 min(major).1H NMR (400 MHz, CDCl3): delta = 9.70 (s, 1 H), 6.31 (dd, J = 2.9, 6.1 Hz, 1H), 6.11 (dd, J = 6.1, 3.0 Hz, 1 H), 2.87 (br s, 1 H), 2.81 (br s, 1 H), 2.22(dd, J = 3.8, 12.0 Hz, 1 H), 1.35-1.42 (m, 1 H), 1.22-1.28 (m, 1 H), 1.00(s, 3 H).

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, 67622-86-0, 2-Methyl-1-(methylamino)propan-2-ol.

Reference:
Article; Shimoda, Yasushi; Yamamoto, Hisashi; Synthesis; vol. 49; 1; (2017); p. 175 – 180;,
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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. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol, molecular formula is C7H6Cl2O, 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. Safety of 3,4-Dichlorobenzyl alcohol

General procedure: To a stirring mixture of the substrate (1 mmol) and MMTHClO4(7 mg) in CH3CN (3 mL), HMDS (0.75 mmol)was added at room temperature. After completion of thereaction, indicated by TLC, ethyl acetate: n-hexane (3:7),the mixture was filtered to separate the catalyst. The filtratewas washed with acetonitrile (5 mL). Removal of the solvent under reduced pressure gave almost pure productin good to high yields. Further purification was carriedout by column chromatography on silica gel (eluting withEtOAc:hexane = 1:4), if necessary.

With the rapid development of chemical substances, we look forward to future research findings about 1805-32-9.

Reference:
Article; Mashhadinezhad, Maryam; Shirini, Farhad; Mamaghani, Manouchehr; Journal of Nanoscience and Nanotechnology; vol. 19; 4; (2019); p. 2099 – 2107;,
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Adding a certain compound to certain chemical reactions, such as: 4415-73-0, 1,1-Cyclobutanedimethanol, 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, 4415-73-0, blongs to alcohols-buliding-blocks compound. COA of Formula: C6H12O2

To a solution of cyclobutane-l,l-diyldimethanol (10.00 g, 86.1 mmol) in N,N- dimethylformamide (200 mL), imidazole (8.8 g, 129.1 mmol) and tert-butyldimethylsilyl chloride (12.98 g, 86.1 mmol) were added in one portion at 0 C. The reaction mixture was stirred at 0 C for 10 minutes and then warmed to room temperature for 4 hours. The reaction mixture was quenched with water (500 mL) and extracted with ethyl acetate (250 mL x 3). The combined organic layer was washed with water, brine, dried over MgS04 and concentrated. The resultant residue was purified by flash chromatography (120 g silica gel, 0- 20 % ethyl acetate in hexanes) to get the title compound as a colorless oil. NMR (300 MHz, CDCb): delta 3.71 (s, 1H), 3.69 (d, J= 5.0 Hz, 1H), 2.87 (t, J= 5.4 Hz, 1H), 2.00-1.72 (m, 6H), 0.91 (s, 6H), 0.10 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4415-73-0, its application will become more common.

Reference:
Patent; FGH BIOTECH, INC.; UESUGI, Motonari; KINCAID, John; HUFF, Joel; (150 pag.)WO2018/49080; (2018); A1;,
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Application of 22419-35-8, 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.22419-35-8, name is 4,4-Difluorocyclohexanol, molecular formula is C6H10F2O, molecular weight is 136.1398, as common compound, the synthetic route is as follows.

To a solution of 4,4-difluorocyclohexanol (0.9 g) in toluene was added triphenyl phosphine (2.6 g) and di-t-butyldiazacarboxalate (1.82 g) and the reaction mixture stirred for 18 h. The reaction mixture was concentrated and methanol was added (13 mL). To the methanol solution HCl in dioxane (4M, 13 mL) was added. The reaction mixture was stirred for 3 h and concentrated. The reaction mixture was partitioned between water and ethyl acetate. The layers were separated and the aqueous layer was extracted 3* with ethyl acetate. The organic layer was dried with magnesium sulfate, filtered and concentrated. The title compound was used without purification in the preparation of 5-amino-1-(4,4-difluorocyclohexyl)-1H-pyrazole-4-carbonitrile. 400 MHz 1H NMR (CD3OD) delta 2.15-2.07 (m, 4H), 2.00-1.81 (m, 2H), 1.68-1.58 (m,2H). (M+H m/z=279.0).

The chemical industry reduces the impact on the environment during synthesis 22419-35-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Inc; US2009/30003; (2009); A1;,
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Reference of 124-68-5, 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.124-68-5, name is 2-Amino-2-methyl-1-propanol, molecular formula is C4H11NO, molecular weight is 89.1362, as common compound, the synthetic route is as follows.

D16(c) tert-butyl (l-hydroxy-2-methylpropan-2-yl)carbamate Di-tert-butyl dicarbonate (118 g, 539 mmol) was added slowly to a solution of 2-amino-2- methylpropan-lol (40 g, 449 mmol), sodium bicarbonate (0.82 g, 9.76 mmol) and sodium carbonate (0.82 g, 7.74 mmol) in l,4-dioxane(120 mL)/water (40 mL) at 0 C with stirring. Then, the reaction mixture was stirred at 25 C for 6 h, concentrated, and then EtOAc (1000 mL) was added. The organic phase was washed with water and saturated brine, dried over sodium sulphate, and concentrated in vacuo to afford the title compound (94 g, 111%>) as a white solid.

Statistics shows that 124-68-5 is playing an increasingly important role. we look forward to future research findings about 2-Amino-2-methyl-1-propanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; SANG, Yingxia; WAN, Zehong; ZHANG, Qing; WO2014/114694; (2014); A1;,
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Application of 4728-12-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 4728-12-5 as follows.

j0363] 2,2-Dimethyl-5-(hydroxymethyl)-1 ,3-dioxane (3a) (1.00 g) was dissolved in 22.8 mE of dichloromethane (MDC), and 700.0 mg of imidazole and 2.72 g of carbon tetrabromide were added thereto. After ice-cooling, 2.15 g of triphenylphosphine was thrther added, and the mixture was stirred at room temperature for 4 hours. Dichloromethane was distilled off under reduced pressure, and the resulting product was purified with silica gel chromatography (n-hexane:ethyl acetate=5: 1) to quantitatively obtain 1.60 g of 2,2-dimethyl-5-bromomethyl- 1 ,3-dioxane (Sb).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4728-12-5, its application will become more common.

Reference:
Patent; OTSUKA CHEMICAL CO., LTD.; YUASA, Hiroaki; OKAZAKI, Hiroki; (62 pag.)US2017/233421; (2017); A1;,
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Synthetic Route of 2566-44-1, 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.

Synthesis of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride To a solution of 2-cyclopropylethanol (0.21 g, 2.41 mmol) in dichloromethane (40 mL) was added silica (3 g), followed by pyridinium chlorochromate (0.52 g, 2.41 mmol). After 2 h of stirring the reaction mixture was filtered through a plug of silica and the desired aldehyde eluted with dichloromethane. The collected dichloromethane solution was concentrated to 30 mL and 3-((1R,5S,9r)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.25 g, 0.80 mmol) added. To the resulting suspension was then added triethylamine (0.33 mL, 2.41 mmol) and sodium triacetoxyborohydride (0.51 g, 2.41 mmol) and the reaction mixture stirred for 3 hours. Concentrated aqueous ammonia was added and the mixture was extracted with dichloromethane (*3). The combined organic phases were concentrated and purified by reverse phase chromatography (C18) to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 62% yield). 2.0 M HCl in diethyl ether (0.25 mL, 0.50 mmol) was added to a solution of 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (0.17 g, 0.50 mmol) in dichloromethane (5 mL) and then the volatiles removed. The residue was freeze-dried from water to give 3-((1R,5S,9r)-3-(2-cyclopropylethyl)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (0.10 g, 55%)

Statistics shows that 2566-44-1 is playing an increasingly important role. we look forward to future research findings about 2-Cyclopropylethanol.

Reference:
Patent; Alkermes, Inc.; Wynn, Thomas Andrew; Alvarez, Juan C.; Moustakas, Demetri Theodore; Haeberlein, Markus; Pennington, Lewis D.; US2019/241524; (2019); A1;,
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