Author: tianli

Application 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.

Example 14 N-(2-Cyclopropylethyl)-N-(3-ethyl-8-trifluoromethylimidazo[1,2-a]pyridin-2-yl)benzenesulfonamide (Compound 63). To a solution of compound 13-E (0.074 g, 0.2 mmol), compound 14-A (0.021 g, 0.24 mmol), and triphenylphosphine (0.068 g, 0.26 mmol) in THF (2 mL) was added diisopropylazodicarboxylate (0.053 g, 0.26 mmol) and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium bicarbonate (2*), and dried over sodium sulfate. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography, eluting with a hexanes-EtOAc gradient to give Compound 63 as a white solid (0.036 g, 41%); MS m/z (M+H+) 438.

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; Macielag, Mark J.; Xia, Mingde; McNally, James J.; Matthews, Jay M.; US2012/149699; (2012); 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. 393522-78-6, name is Methyl 4′-(hydroxymethyl)-[1,1′-biphenyl]-4-carboxylate, molecular formula is C15H14O3, 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. category: alcohols-buliding-blocks

To a cold solution (0 C) of HO-biphenyl-CO2Me (100 mg, 412 mumol) in CH2Cl2 (5 mL) was added Et3N (86 muL, 618 mumol) and MsCl (35 muL, 453 mumol). The reaction was allowed to stir at room temperature and after full conversion was seen on TLC (16 h), the mixture was quenched with H2O, extra CH2Cl2 was added and the organic layer was washed with water, brine, dried over MgSO4, filtrated and concentrated in vacuo. The crude product was redissolved in DMF and NaN3 (200 mg, 3.08 mmol) was added. The reaction mixture was stirred for 16 h, H2O was added and the mixture was extracted three times with EtOAc, dried over Na2SO4, filtrated and concentrated in vacuo. Column chromatography (EtOAc/Hept 1:4) yielded the product (108 mg, 98%) as white crystals. RF = 0.8 (EtOAc/Hept 1:1) 1H NMR (400 MHz, CDCl3) delta 8.03 (d, J = 8.6 Hz, 2H), 7.55 (dd, J = 12.9, 8.5 Hz, 4H), 7.40 (d, J = 8.4 Hz, 2H), 4.41 (s, 2H), 3.86 (s, 3H) ppm. 13C NMR (101 MHz, CDCl3) delta 166.89, 144.82, 140.09, 140.08, 137.39, 130.13, 129.16, 129.13, 127.60, 126.99, 77.34, 77.02, 76.70, 52.14, 45.82, 31.87, 22.68, 14.10, 1.01 ppm. FTIR = 2958, 2843, 2105, 1719, 1608, 1432, 1397, 1286, 1110, 768, 736 cm-1. HRMS (EI) calcd for C15H13N3O2 (M-N3)+ 225.0915, found 225.0896.

With the rapid development of chemical substances, we look forward to future research findings about 393522-78-6.

Reference:
Article; Wammes, Angelique E.M.; Hendriks, Tom G.; Amatdjais-Groenen, Helene I.V.; Wijdeven, Marloes A.; Van Hest, Jan C.M.; Van Delft, Floris L.; Ritschel, Tina; Rutjes, Floris P.J.T.; Bioorganic and Medicinal Chemistry; vol. 22; 20; (2014); p. 5593 – 5603;,
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Synthetic Route of 15852-73-0, Adding some certain compound to certain chemical reactions, such as: 15852-73-0, name is (3-Bromophenyl)methanol,molecular formula is C7H7BrO, 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 15852-73-0.

General procedure: A mixture of alcohol (0.75 mmol), and catalyst Mo1 (13 mg,3.0 mol%) taken in 0.5 mL of water was stirred at 100 C under oxygenatmosphere (O2 bladder) and the stirring was continued for16-24 h as per requirement. The progress of reaction was monitoredby TLC. After completion of the reaction, ethyl acetate was added to the mixture. The aqueous phase was extracted with ethyl acetate 2-3 times. Then the combined organic extracts were driedover anhydrous sodium sulfate and the solvent was removed under reduced pressure. The crude product so obtained was purified by column chromatography using hexane-ethyl acetate as eluent. While the known products were characterized by spectroscopic techniques and compared with reported data and the new products 22b and 36b were characterized completely. The characterization detail is provided in supporting information section.

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thiruvengetam, Prabaharan; Chakravarthy, Rajan Deepan; Chand, Dillip Kumar; Journal of Catalysis; vol. 376; (2019); p. 123 – 133;,
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Application of 133803-81-3, 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 133803-81-3, name is tert-Butyl 3-(2-(2-hydroxyethoxy)ethoxy)propanoate. This compound has unique chemical properties. The synthetic route is as follows.

At 0 C,To tert-butyl 3- (2- (2-hydroxyethoxy) ethoxy) propionate (6.24 g, 26.63 mmol, 1.0 eq.) And TsCl (10.15 g, 53.27 mmol, 2.0 eq.) In anhydrous To a solution of dichloromethane (50 mL) was added pyridine (4.3 mL, 53.27 mmol, 2.0 eq.).The mixture was stirred at room temperature overnight,Then washed with water (100 mL),The aqueous layer was extracted with dichloromethane (3 ¡Á 50 mL).The combined organic layers were washed with brine (300 mL),Dried over anhydrous sodium sulfate, filtered,Concentrated and purified by silica gel column chromatography (5: 1 n-hexane / ethyl acetate),A colorless oil was obtained (6.33 g, 61.3% yield).

According to the analysis of related databases, 133803-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Duo Xi Biological Technology Co., Ltd.; Zhao Luoboyongxin; Huang Yuanyuan; Yang Qingliang; Gai Shun; Ye Hangbo; Xu Yifang; Guo Huihui; Cao Minjun; Li Wenjun; Cai Xiang; Zhou Xiaomai; Xie Hongsheng; Jia Junxiang; Guo Zhixiang; Lin Chen; Yang Yanlei; Ye Zhicang; Qi Tafamingrenqingqiubugongkaixingming; (338 pag.)CN110621673; (2019); A;,
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Reference of 722-92-9, 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.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.

i) To a solution of 2-(5-bromopyridin-2-yl)acetic acid (500 mg) in DCM (4 mL) were added 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (625 mg), EDCl (476 mg) and DMAP (57 mg). The reaction mixture was stirredat RT for 1 hour, poured into water, filtered on a water repellent filter cartridge and concentrated under reducedpressure. The residue was purified by column chromatography on silica gel, using 10percent EtOAc in heptane as theeluent, followed by trituration with ether/pentane to obtain 820 mg of the expected compound. MS(ES+) m/z 456.9[M+H]+.

Statistics shows that 722-92-9 is playing an increasingly important role. we look forward to future research findings about 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol.

Reference:
Patent; Lead Pharma Cel Models IP B.V.; SANOFI; CALS, Joseph Maria Gerardus Barbara; NABUURS, Sander Bernardus; MACHNIK, David; SABUCO, Jean-Francois; SCHIO, Laurent; (49 pag.)EP3101005; (2016); A1;,
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Electric Literature of 110-73-6, 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. 110-73-6, name is 2-(Ethylamino)ethanol. A new synthetic method of this compound is introduced below.

To a vial containing 6-[4-({[6-(3-fluorophenyl)pyridin-3-yl]carbonyl}amino)piperidin-1-yl]nicotinic acid (63.07 mg, 0.15 mmol) was added 0.375 mL of DMA, EDC (31.6 mg, 0.16 mmol), HOBt (20.3 mg, 0.15 mmol), NMM (0.04 mL, 0.37 mmol) and 2-(ethylamino)ethanol (13.4 mg, 0.15 mmol). The reaction mixture was stirred at room temperature for 12 hours and then diluted with water and ethyl acetate. The layers were separated and the organic layer collected and concentrated to give an oil, which was purified by RP-HPLC to give N-ethyl-6-[4-({[6-(3-fluorophenyl)pyridin-3-yl]carbonyl}amino)piperidin-1-yl]-N-(2-hydroxyethyl)nicotinamide (32 mg, 43%). HRMS (TOF, ES+) calculated for C27H30FN50 +H: 492.2333; observed 492.2611.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110-73-6, 2-(Ethylamino)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Blake, Tanisha D.; Hamper, Bruce C.; Huang, Wei; Kiefer, James R.; Moon, Joseph B.; Neal, Bradley E.; Olson, Kirk L.; Pelc, Matthew J.; Schweitzer, Barbara A.; Thorarensen, Atli; Trujillo, John I.; Turner, Steven R.; US2008/146569; (2008); 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. 945-24-4, name is (2,4-Diaminopteridin-6-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8N6O

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride (4.40 g, 19.2 mmol) was dissolved in hot water (150 mL) and after cooling to 21 C the solution was neutralized with 1M NaOH aq. solution to pH 7 (ca. 20 mL) . The formed precipitates were collected by filtration, washed with water, and dried in vacuo over P205 to afford an orange-beige solid corresponding to 2,4-diamino-6- (hydroxymethyl)pteridine. The solid was suspended in dry DMAc (25 mL) and triphenylphosphine dibromide ( 18.1 g, 42.9 mmol) was added to the suspension. The turbid and dark mixture was stirred for 24 h at 20 C under a N2 atmosphere. Then 4-aminobenzoic acid (2.97 g, 19.6 mmol) was added to the reaction and stirred for 3 additional days. The reaction mixture was poured into 250 mL of 0.33M NaOH and the precipitate was filtered off. The filtrate was neutralized with 10% aq . acetic acid (ca. 20 mL and the precipitate form upon neutralization was filtered, washed with water, triturated with MeOH, filtered, and dried in vacuo to afford 7 as an orange-beige solid (5.70 g, 91%) . XH NMR (400 MHz, DMSO-d5) delta 12.15 (br s, 1H), 8.63 (s, 1H), 8.17 (br s, 1H), 7.94 (br s, 1H), 7.73 (d, J = 9.0 Hz, 2H), 7.04 (br s, 2H), 6.83 (d, J = 9.0 Hz, 2H), 4.81 (s, 2H), 3.23 (s, 3H); 13C NMR (101 MHz, DMSO-d5) delta 167.8, 163.2, 161.1, 152.3, 149.5, 147.8, 131.5, 122.2, 118.1, 111.7, 100.0, 55.2, 39.6.

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, 945-24-4, (2,4-Diaminopteridin-6-yl)methanol.

Reference:
Patent; DANMARKS TEKNISKE UNIVERSITET; PEIRO CADAHIA, Jorge; CLAUSEN, Mads, Hartvig; BONDEBJERG, Jon; HANSEN, Christian, Abildgaard; (101 pag.)WO2018/37120; (2018); 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. 13807-89-1, name is 2-((4-Methoxybenzyl)oxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-((4-Methoxybenzyl)oxy)ethanol

(1) Synthesis of ethylene glycol protected by azidochlorobenzyl group and methoxybenzyl group: synthesis of 1-azido-2-chloro-4-(4-methoxybenzyloxyethoxymethyl)benzene. 2-(4-Methoxybenzyloxy)ethanol (500 mg, 2.75 mmol) was dissolved in DMF (10 ml), and sodium hydride (60% in oil, 132 mg, 3.30 mmol) was added at 0 C., which was followed by stirring for 30 min. Then 4-azido-3-chlorobenzyl bromide (813 mg, 3.30 mmol) was added portionwise. The resulting mixture was stirred at 0 C. for 30 min and at room temperature for 2 hr. Ice-water was added and the mixture was extracted with ether. The ether layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=10:1) to give the title compound as a yellow oil (805 mg, yield 84%). 1 H-NMR (270 MHz, CDCl3) delta: 7.39(d,1H), 7.30-7.24(m,3H), 7.13(d,1H), 6.90-6.85(m,2H), 4.51(s,4H), 3.80(s,3H), 3.64(s,4H)

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, 13807-89-1, 2-((4-Methoxybenzyl)oxy)ethanol.

Reference:
Patent; Wako Pure Chemical Industries, Ltd.; US5998595; (1999); A;,
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Synthetic Route of 50595-15-8, 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 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

A stirred suspension of 88 mg (2.2 mmol) sodium hydride (60percent dispersion in mineral oil) in 5 ml of dry dimethylformamide at -5¡ã C. under nitrogen was treated with 264 mg (2 mmol) tert-butylglycolate. After 10 minutes 298 mg (2 mmol) of 3,6-dichloropyridazine (Aldrich D7, 320-0) was added and the solution was allowed to warm to room temperature and was stirred overnight. The volatiles were evaporated under reduced pressure and the residue was chromatographed on silica eluding with ethyl acetate/hexane (1:2) to give 210 mg of a gum that was dissolved in 20 ml of ethanol and treated with 10percent palladium on carbon (Fluka) and hydrogenated under a hydrogen atmosphere overnight. The catalyst was removed by filtration and the volatiles were evaporated under reduced pressure to give a gum that was chromatographed on silica eluding with ethyl acetate/hexane (1:2) followed by ethyl acetate to give 50 mg of a gum [M+H+MeCN]+252. The gum was dissolved in 2 ml of dichloromethane and treated with 1 ml of trifluoroacetic acid. After 10 minutes the volatiles were evaporated and the residue triturated with toluene and re-evaportated to give a gum that was further triturated with petroleum ether bp 40-60¡ã C. to give 2-(3-pyrazinyloxy)acetic acid trifluoroacetate.

According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US6472404; (2002); B1;,
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Reference of 3840-31-1, 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. 3840-31-1, name is (3,4,5-Trimethoxyphenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: The compound (3,4,5-trimethoxyphenyl)-methanol 15 (4.5 mmol) was dissolved in THF (15 mL) and added to a stirred suspension of NaH (60%, 5.4 mmol) in THF (5 mL) at 0 C. The reaction mixture was stirred for 30 min at the same temperature. Propargyl bromide (4.9 mmol) was added to the reaction mixture at the same temperature and stirring was continued for an additional 5 h at room temperature. After completion the reaction (TLC), the reaction mixture was quenched with ice water and extract with ethyl acetate (2 * 20 mL). The organic extract was washed with brine, dried over Na2SO4, and solvent removed under reduced pressure. The residue was subjected to silica gel column chromatography purification (ethyl acetate/hexane 1:10) to afford 1,2,3-trimethoxy-5-((prop-2-yn-1-yloxy)methyl)benzene 16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3840-31-1, (3,4,5-Trimethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Suman; Murthy, T. Ramalinga; Rajkumar; Srikanth; Dayakar; Kishor, Chandan; Addlagatta, Anthony; Kalivendi, Shasi V.; Raju, B. China; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 603 – 619;,
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