Month: March 2021

Related Products of 2215-78-3 ,Some common heterocyclic compound, 2215-78-3, molecular formula is C13H12O2, 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.

First, 2-amino-6-methylnicotinic acid (3.04 g) was suspended in m-xylene (20 mL), potassium carbonate (4.15 g) was added thereto, followed by stirring for 30 minutes at 40 C. to obtain Solution 1. On the other hand, (4-phenoxyphenyl)methanol (4.00 g) was dissolved in m-xylene (7 mL), thionyl chloride (1.46 mL) was added dropwise at ice-cold temperature, followed by stirring for 30 minutes while returning to the room temperature. Then, hydrogen chloride, sulfur dioxide and thionyl chloride in the system were evaporated, Solution 1 was added, tetrabutylammonium bromide (194 mg) was added, followed by stirring under heating for 4 hours at 110 C. The reaction solution was cooled to room temperature and about 95% of m-xylene was evaporated under reduced pressure. Ice water was added to the residue, followed by stirring for 30 minutes at room temperature. The precipitated crystal was collected by filtration and dried and 6.39 g (yield of 95.7%, volume efficiency of 25%) of the target substance (compound 2 described in Table 1) was obtained.

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. 2215-78-3, (4-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGRO-KANESHO CO., LTD.; AIZAWA, Ryo; ARAKI, Koichi; (6 pag.)US2018/362464; (2018); A1;,
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Electric Literature of 148043-73-6, 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 148043-73-6 as follows.

To an aqueous solution of pentafluoropentanol (1M, 1.0 g, 5.61 mmol) was addedtetraethylammonium hydrogen sulfate (10.21mg, 0.045 mmol). The solution was heated to 70 C and an aqueous solution of sodium permanganate monohydrate (1.5M, 1.257 g, 7.86 mmol) was added over 20 minutes. The reaction was stirred at 70 C for an additional 4 hours. The reaction mixture was filtered through Celite (diatomaceous earth). The filter cake was washed with hot water (10 mL). The aqueous solution was acidified to a pH = 1 with concentrated sulfuric acid (200 uL) and extracted with methyl tert-butyl ether (3 10 mL). The organic fractions were combined and dried over magnesium sulfate, filtered and concentrated. NMR (500 MHz, CH3 CN-ds ): delta 2.59 (t, J = 7.5 Hz, 2H); 2.49-2.39 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148043-73-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; RAGHAVAN, Subharekha; STELMACH, John, E.; SMITH, Cameron, J.; LI, Hong; WHITEHEAD, Alan; WADDELL, Sherman, T.; CHEN, Yi-Heng; MIAO, Shouwu; ORNOSKI, Olga, A.; GARFUNKLE, Joie; LIAO, Xibin; CHANG, Jiang; HAN, Xiaoqing; GUO, Jian; GROEPER, Jonathan, A.; BROCKUNIER, Linda, L.; ROSAUER, Keith; PARMEE, Emma, R.; WO2011/149921; (2011); A1;,
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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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