Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 130198-05-9, 1-[2-Amino-1-(4-methoxyphenyl)ethyl]cyclohexanol Hydrochloride, 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, 130198-05-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 130198-05-9

Example 5 Preparation of Tridesmethyl Venlafaxine DDMVxHCl (1 g, 4 mmol), K2CO3 (0.6 g, 4.4 mmol), thiophenol (0.8 ml, 6 mmol) and NMP (4 ml) were charged in a 50 ml flask and heated in a sand bath. The temperature of the bath was kept at 210 C. for 6 hours. HPLC analysis confirmed full consumption of DDMV. TDMV was obtained with a purity of 83.5% by HPLC area percent. Example 6; Preparation of Tridesmethyl Venlafaxine; DDMVxHCl (10 g, 40 mmol), K2CO3 (6 g, 44 mmol), Thiophenol (8 ml, 60 mmol) and NMP (40 ml) were charged in a 250 ml flask equipped with magnetic stirrer, condenser and nitrogen inlet, and heated in a sand bath. The temperature of the bath was kept at 210 C. for 5.5 hours. HPLC analysis confirmed full consumption of DDMV. TDMV was obtained with a purity of 95% by HPLC area percent.; Example 9; Preparation of TDMV from DDMV; DDMV.HCl (10 g, 35 mmol), K2CO3 (5.1 g, 38.4 mmol), Thiophenol (6.2 ml, 52.5 mmol) and NMP (20 ml) were charged in a 100 ml flask equipped with mechanical stirrer, condenser and nitrogen inlet, and were heated in a sand bath. The temperature of the reaction mixture was about 125 C.+/-10 C. for 4 hours. The reaction mixture was cooled to 90 C. and H2O (50 ml) was added dropwise inducing precipitation. The slurry was cooled to 25 C. and stirred for about 80 minutes. The solid was filtered, washed with H2O (20 ml) and left on filter over night and dried at 40 C. under vacuum until constant weight to give white crystalline product (98.5% area purity by HPLC). The compound so-obtained was slurried in water (50 ml) at ambient temperature for 2 hours. The solid was filtered, washed with H2O (20 ml) and left on filter overnight and dried at 40 C. under vacuum to give crystalline product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130198-05-9, its application will become more common.

Reference:
Patent; Niddam-Hildesheim, Valerie; Shenkar, Natalia; Shachan-Tov, Sharona; US2008/139849; (2008); A1;,
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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. 6642-34-8, name is (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol, molecular formula is C8H7BrO3, 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 (6-Bromobenzo[d][1,3]dioxol-5-yl)methanol

General procedure: In an oven dried round bottomed flask fitted with a rubber septum, were added alcohol 1 (100 mg, 0.30-0.46 mmol), NaH (1.20-1.84 mmol) and DMF (3 mL) followed by addition of allylbromide (0.60-0.92 mmol) at room temperature under a nitrogen atmosphere. The suspension was allowed to stir at the same temperature for 1 h. Progress of the allylation was monitored by TLC till the reaction is completed.GP-3was followed to the alcohol 1f (100 mg, 0.43 mmol) with allyl bromide (104.8 mg, 0.86 mmol) and NaH (42 mg, 1.73 mmol) in DMF (3 mL) at room temperature under a nitrogen atmosphere. Then, the reaction mixture was stirred at the same temperature for 1 h.

With the rapid development of chemical substances, we look forward to future research findings about 6642-34-8.

Reference:
Article; Gopi Krishna Reddy; Krishna; Satyanarayana; Tetrahedron Letters; vol. 53; 42; (2012); p. 5635 – 5640;,
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Synthetic Route of 431-38-9, 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.431-38-9, name is 3-Amino-1,1,1-trifluoropropan-2-ol, molecular formula is C3H6F3NO, molecular weight is 129.0811, as common compound, the synthetic route is as follows.

A solution of 150 mg intermediate 33, 107 mg 3-amino-1 ,1 ,1 -trifluoropropan-2-ol, 317 mg HATU, 2.5 mg 4-dimethylaminopyridine and 0.22 mL ethyldiisopropylamine in 3.1 mL of DMF was stirred at room temperature for 14 hours. Then the reaction was filtered and the solution was subjected to RP-HPLC ((column: X-Bridge C18 5muetaiota 100x30mm, mobile phase: acetonitrile / water (0.2 Vol% ammonia 32%)-gradient)) to yield 1 14 mg 6-[4- (difluoromethyl)phenyl]-2-(3-fluorophenyl)-3-oxo-/V-(3,3,3-trifluoro-2-hydroxypdihydropyridazine-4-carboxamide. 1H-NMR (400 MHz, DMSO-d6): delta = 3.43-3.52 (m, 1 H); 3.72-3.80 (m, 1 H); 4.19-4.27 (m, 1 H); 6.67 (s, 1 H); 7.13 (t, 1 H); 7.40 (ddt, 1 H); 7.54-7.67 (m, 3H); 7.72 (d, 2H); 8.12 (d, 2H); 8.71 (s, 1 H); 9.64 (t, 1 Eta).

Statistics shows that 431-38-9 is playing an increasingly important role. we look forward to future research findings about 3-Amino-1,1,1-trifluoropropan-2-ol.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); SCHMEES, Norbert; GUTCHER, Ilona; IRLBACHER, Horst; BADER, Benjamin; ZHAO, Na; PLATTEN, Michael; (437 pag.)WO2017/202816; (2017); A1;,
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Reference of 647-42-7, 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. 647-42-7, name is 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol, molecular formula is C8H5F13O, 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.

3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctane-1-ol (20 g,55 mmol) and triphenylphosphine (15.7 g, 60 mmol) were dissolved in 110 ml of anhydrous acetonitrile and deoxygenated with argon. The mixture was heated at 60 C and bromine (9.6 g,60 mmol) was added dropwise. The mixture was stirred for 5 h at this temperature. After cooling down to room temperature, the reaction mixture was extracted with diethyl ether and the ether layers were washed with brine. After drying with Na2SO4, the ether was evaporated and the crude product was dissolved in 100 ml of dichloromethane. This solution was stirred with 50 g of silica gel for 2 h and then filtered and evaporated. The crude product was distilled at reduced pressure.

According to the analysis of related databases, 647-42-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Luka?, Milo?; Garajova, Maria; Mrva, Martin; Devinsky, Ferdinand; Ondriska, Franti?ek; Kubincova, Janka; Journal of Fluorine Chemistry; vol. 164; (2014); p. 10 – 17;,
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Electric Literature of 506-43-4 , The common heterocyclic compound, 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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 the alcohol 1 (26.6 g, 100 mmol) in 5 dichloromethane (100 mL), 6 triethylamine (13.13 g, 130 mmol) was added and this solution was cooled in an ice-bath. To this cold solution, a solution of 7 mesyl chloride (12.6 g, 110 mmol) in dichloromethane (60 mL) was added dropwise and after the completion of the addition, the reaction mixture was allowed to warm to ambient temperature and stirred overnight. The TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was diluted with dichloromethane (200 mL), washed with water (200 mL), satd. 8 NaHCO3 (200 mL), brine (100 mL) and dried (NaSO4). The organic layer was concentrated to get the crude product which was purified by column chromatography (silica gel) using 0-10% 9 Et2O in hexanes. The pure product fractions were combined and concentrated to obtain the pure product (10 2) as colorless oil (30.6 g, 89%). 1H NMR (CDCl3, 400 MHz) delta=5.42-5.21 (m, 4H), 4.20 (t, 2H), 3.06 (s, 3H), 2.79 (t, 2H), 2.19-2.00 (m, 4H), 1.90-1.70 (m, 2H), 1.06-1.18 (m, 18H), 0.88 (t, 3H). 13C NMR (CDCl3) delta=130.76, 130.54, 128.6, 128.4, 70.67, 37.9, 32.05, 30.12, 29.87, 29.85, 29.68, 29.65, 29.53, 27.72, 27.71, 26.15, 25.94, 23.09, 14.60. MS. Molecular weight calculated for C19H36O3S, Cal. 344.53, Found 343.52 (M-H-).

The synthetic route of 506-43-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL CO. LTD; Manoharan, Muthiah; Rajeev, Kallanthottathil G.; Nair, Jayaprakash K.; Jayaraman, Muthusamy; Matsumoto, Satoru; (92 pag.)US9701623; (2017); B2;,
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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 162358-05-6, name is 2-(4-Octylphenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C16H26O

General procedure: To a solution of 11 (400 mg, 1.71 mmol) and triethylamine (2 mL) in CH2Cl2 (10 mL) at 0 C was added methanesulfonyl chloride (0.66 mL, 8.53 mmol). After being stirred at room temperature for 6 h, the reaction mixture was evaporated, diluted with water, and the product was extracted with EtOAc. The extract was washed with brine, dried, and evaporated. To a solution of the reaction mixture (300 mg, 0.96 mmol) in DMF (10 mL) was added sodium azide (187 mg, 2.88 mmol). After the reaction mixture was heated at 80 C for 12 h, saturated aqueous ammonium chloride solution was added, and the mixture was extracted with EtOAc. The reaction mixture 15 (200 mg) was dissolved in EtOAc (10 mL), and 10% Pd/C (20 mg, 10 wt %) was added. After the reaction mixture was hydrogenated at room temperature for 12 h, the catalyst was removed by filtration through a pad of Celite, which was rinsed with EtOAc. Product 17 was obtained, without purification, as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 162358-05-6.

Reference:
Note; Oh, Yoon Sin; Lee, Taeho; Shin, Sang Mi; Shrestha, Jitendra; Lee, Doohyun; Park, Eun-Young; Baek, Dong Jae; Bulletin of the Korean Chemical Society; vol. 39; 2; (2018); p. 261 – 264;,
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Synthetic Route of 2566-44-1, 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 2566-44-1 as follows.

A solution of diisopropyl (E)-diazene-l,2-dicarboxylate (0.024 mF, 0.121 mmol) in (0305) THF (0.2 mF) was added dropwise to a mixture ofN-((S)-l-((3P)-3-(4-chloro-l-(2,2- difluoroethyl)-3-(N-(4-methoxybenzyl)methylsulfonamido)-lH-indazol-7-yl)-7-hydroxy-4- oxo-3,4-dihydropyrido[2,3-d]pyrimidin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-3- (difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2- c]pyrazol-l-yl)acetamide (0.04 g, 0.040 mmol), 2-cyclopropylethan-l-ol (10.42 mg, 0.121 mmol) and triphenylphosphine (0.034 g, 0.129 mmol)in Tetrahydrofuran (THF) (0.8 mL) at rt. The reaction mixture was stirred for 18 h at ambient temperature. The reaction mixture was stirred for 18 h and then concentrated in vacuo. The crude residue was taken up in DCM (0.5 mL) and TFA (0.25 mL). Triflic acid (8.48 pL, 0.096 mmol) was added. The resultant purple solution was stirred for 1 h and then concentrated in vacuo. The crude residue was taken up in ethyl acetate (1.5 mL), washed with saturated aqueous NaHCCh (1 mL), and concentrated in vacuo. The crude product was purified by preparatory HPLC using the following conditions: Column: Zorbax Eclipse Plus C18, 21.2 x 100 mm, 5 pm particles; Solvent A = 0.1% Formic Acid in 100% Water. Solvent B = Acetonitrile. Flow Rate = 40 mL/min. Start % B = 59.4 Final % B = 79.4. Gradient Time = 7 min, then a 2 min hold at 98% B. Wavelength = 215 and 254 nm. ESI + Range: 150 to 1500 dalton. Sample was loaded at 59.4% B and afforded N-((S)-l-((3P)-3-(4-chloro-l-(2,2-difluoroethyl)-3- (methylsulfonamido)-lH-indazol-7-yl)-7-(2-cyclopropylethoxy)-4-oxo-3,4- dihydropyrido [2,3 -d]pyrimidin-2-yl)-2-(3 ,5 -difluorophenyl)ethyl)-2-((3bS,4aR)-3 – (difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2- c]pyrazol-l-yl)acetamide (0.0041 g, 4.14 pmol, 10 % yield). NMR (500 MHz, (0306) METHAN OL-d4) d ppm 8.42 – 8.53 (m, 1 H) 7.21 – 7.40 (m, 2 H) 7.00 – 7.13 (m, 1 H) 6.55 – 6.83 (m, 4 H) 5.88 – 6.18 (m, 1 H) 5.50 – 5.71 (m, 2 H) 4.53 – 4.79 (m, 5 H) 4.30 – 4.42 (m, 1 H) 3.87 – 4.00 (m, 1 H) 3.39 – 3.45 (m, 1 H) 3.23 – 3.26 (m, 3 H) 3.06 – 3.13 (m, 1 H) 2.55 – 2.62 (m, 1 H) 2.40 – 2.47 (m, 2 H) 1.70 – 1.74 (m, 3 H) 1.35 – 1.39 (m, 2 H) 0.99 – 1.04 (m, 1 H). LC/MS retention time = 1.40 min; m/z = 932.2 [M+H]+ Column: Acquity BEH C 18, 2.1 x 30 mm, 1.7 pm particles; Solvent A = 0.1% Formic acid in 100% Water. Solvent B = 0.1% Formic Acid in 100% Acetonitrile. Flow Rate = 0.8 mL/min. Start % B = 5. Final % B = (0307) 95. Gradient Time = 1.7 min, then a 0.2 min hold at 95% B. Wavelength = 215 and 254 nm. ESI+ Range: 150 to 1500 Dalton. System: Agilent 1290 Infinity II

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; IWUAGWU, Christiana; PEESE, Kevin M.; (0 pag.)WO2020/58844; (2020); 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. 6240-11-5, name is 1-Adamantaneethanol. A new synthetic method of this compound is introduced below., Formula: C12H20O

EXAMPLE 1 Methyl-1-(2-(1-adamantyl)ethyl)-5-diphenylacetyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylate. A solution of 11.8 mL trifluoromethanesulfonic anhydride in 70 mL dichloromethane is chilled to -70 C. and treated dropwise with a solution composed of 12.6 g 1-adamantyl-2-hydroxyethane, 12.2 mL diisopropylethylamine and 70 mL dichloromethane. The solution is allowed to warm to -55 C. over 45 min then a solution of 25 g N,1-bis-BOC-histidine methyl ester (J. Chem. Soc., Perkin Trans. I 1982; 1553-61.) in 70 mL dichloromethane is added dropwise. The reaction is then stirred at 25 C. for 24 hr and poured into pH=7, 0.25M potassium phosphate buffer (500 mL), stirring vigorously. The organic layer is separated, washed with the same buffer, dried and concentrated. 3-(2-(1-Adamantyl)ethyl)-N-BOC-histidine methyl ester is isolated by chromatography on silica gel (chloroform-methanol, 99:1) as a gum. NMR (CDCl3) 3.85 (m,2H,NCH2).

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, 6240-11-5, 1-Adamantaneethanol.

Reference:
Patent; Warner-Lambert Company; US4812462; (1989); A;,
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Synthetic Route of 109-83-1, 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 109-83-1, name is 2-(Methylamino)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride (2.29 g, 9.19 mmol) in THF (30 ml) was added dropwise to a solution of 2-methyl- aminoethanol (0.89 g, 0.95 ml, 11.8 mmol) and Et3N (5 ml) in THF (15 ml) at O 0C. The mixture was subsequently stirred at RT for 5 h and then concentrated in vacuo, the residue was taken up in NaHCO3 solution, and the mixture was extracted with EtOAc (3 x 30 ml). The combined organic phases were dried with Na2SO4 and concentrated in vacuo. Yield: 2.38 g (90 %)

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 109-83-1, 2-(Methylamino)ethanol.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/109364; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 60666-70-8, (2-Bromo-5-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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Example 74 Synthesis of 2-bromo-5-chloro-3-t-butyldimethylsilyloxy-methylbenzene To the solution of 2-bromo-5-chlorobenzylalcohol (10 g) from Example 73 and imidazole (3.23 g) in dry DMF (50ml) was added dropwise t-butyl chloro dimethylsilane in dry DMF (10 ml) for 20 minutes at -0° C. After addition, the mixture was stirred for 30 minutes at room temperature. The mixture was diluted with ether, and washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate. After removal of the solvent under reduced pressure, the residue was purified by chromatography on a silica gel column (hexane:methylene chloride=4:1) to give the title compound (13.3 g; 88percent).

The synthetic route of 60666-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mochida Pharmaceutical Co., Ltd.; US5587392; (1996); A;,
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