Month: July 2021

Related Products of 14722-40-8, 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 14722-40-8 as follows.

Compound 9 (204.9 mg, 0.379 mmol) was dissolved in CH2Cl2 (4 mL) and Ph3P (294.9 mg, 1.12 mmol), CBr4 (374.3 mg, 1.13 mmol) was added. After stirring for 4 h, THF (4 mL) solution of TMU (272 muL, 2.27 mmol), 15-hydroxypentadecanol (180.6 mg, 0.74 mmol), and TEAB (95.7 mg, 0.455 mmol) was added and further stirred for 12 h. The reaction mixture was diluted with 1 M HCl aq and extracted by EtOAc. The organic layer was washed with satd NaHCO3 aq and brine, dried over sodium sulfate, evaporated and purified by silica-gel column chromatography (hexane/EtOAc=9/1 to 3/1) to give 14 (123.6 mg, 43%) as an oil.Comment1H NMR (500 MHz, CDCl3, rt): 7.36-7.22 (18H, m), 7.15-7.12 (2H, m), 4.99 (1H, d, J=10.8 Hz), 4.83 (1H, d, J=10.8 Hz), 4.81 (1H, d, J=10.8 Hz), 4.76 (1H, d, J=12.1 Hz), 4.76 (1H, d, J=3.7 Hz), 4.64 (1H, d, J=12.1 Hz), 4.59 (1H, d, J=12.1 Hz), 4.47 (1H, d, J=10.8 Hz), 4.45 (1H, d, J=12.1 Hz), 4.00 (1H, dd, J=9.2, 9.2 Hz), 3.79 (1H, ddd, J=1.9, 3.6, 9.9 Hz), 3.72 (1H, dd, J=3.6, 10.7 Hz), 3.66-3.60 (3H, m), 3.56 (1H, dd, J=3.7, 9.2 Hz), 3.55 (2H, t, J=6.7 Hz), 3.42 (1H, dt, J=9.8, 6.7 Hz), 1.63 (2H, tt, J=6.7, 7.0 Hz), 1.51 (2H, tt, J=6.7, 6.7 Hz), 1.38-1.24 (22H, m) ppm; 13C NMR (125 MHz, CDCl3, rt): 138.8, 138.2, 138.1, 137.8, 128.2, 128.1, 127.8, 127.72, 127.69, 127.6, 127.5, 127.3, 96.7, 81.9, 80.0, 77.7, 75.5, 74.9, 73.3, 72.9, 69.9, 68.4, 68.1, 62.6, 32.6, 29.48, 29.45, 29.43, 29.40, 29.27, 29.23, 26.0, 25.9 ppm; [alpha]D27+31.1 (c 1.00, CHCl3); HR-FD-MS (positive): fragment ion [M-H]+ found m/z 765.4725, C49H65O7+ requires m/z 765.4730.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14722-40-8, its application will become more common.

Reference:
Article; Kato, Eisuke; Iwano, Naoya; Yamada, Akihiko; Kawabata, Jun; Tetrahedron; vol. 67; 40; (2011); p. 7692 – 7702;,
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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.4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, molecular weight is 146.18, as common compound, the synthetic route is as follows.Safety of (2,2-Dimethyl-1,3-dioxan-5-yl)methanol

A mixture of 4-chloro-2,3,5-trimethylpyridine 1-oxide (840 g), (2,2-dimethyl-1,3-dioxan-5-yl)methanol (688 g) and toluene (2.52 L) was heated to reflux while removing moisture. While continuing the azeotropic dewatering, the mixture was charged with potassium hydroxide (0.58 kg) over 3 hours and 45 minutes, and the azeotropic dewatering was then continued for another 2.5 hours. The reaction system was cooled to 30°C or less and then charged with ethyl acetate (2.5 L) and 17percent saline solution (3.5 L). The resultant solution was left to stand overnight. The ethyl acetate layer was collected, and the aqueous layer was extracted with ethyl acetate (1.0 L .x. 3). The combined ethyl acetate layers were filtered with Celite and then concentrated under reduced pressure to obtain 1.20 kg of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1875911; (2008); 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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. A new synthetic method of this compound is introduced below., name: 4-(Dimethylamino)butan-1-ol

General procedure: 12 (100 mg, 0.35 mmol) was dissolved in the mixture of 1,4-dioxane (10 mL) and H2O (2.00 mL) and then added with boronicacid (2.80 mmol), Pd(dppf)2Cl2 (28 mg, 0.035 mmol) and Cs2CO3(228 mg, 0.70 mmol). The reaction was heated at 100 C underargon atmosphere. After 12 h, the reaction mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 13.To a stirred solution of 13 and triphosgene (100 mg, 0.34 mmol)in anhydrous dichloromethane (5 mL) was added triethylamine(104 mg, 1.02 mmol) at 0 C under nitrogen atmosphere. After5 min, a solution of 4-(dimethylamino)butan-1-ol (1.02 mmol) indichloromethane (5.00 mL) was added and then the mixture wasstirred at room temperature for overnight. The reactionwas dilutedwith dichloromethane (15 mL) and washed with water (3 20 mL).The organic phases were dried over anhydrous Na2SO4 andconcentrated in vacuo. The residue was purified by using columnchromatography to afford the corresponding product.

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, 13330-96-6, 4-(Dimethylamino)butan-1-ol.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
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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.50411-26-2, name is 1-Amino-3-phenylpropan-2-ol, molecular formula is C9H13NO, molecular weight is 151.2056, as common compound, the synthetic route is as follows.HPLC of Formula: C9H13NO

To a solution of E-2-03-2 (the above crude product) in DCM (200 mL) was added (Boc) 20 (18.1 g, 83.3 mmol) dropwise at 0 C. The solution was warmed to r.t. and continued to stir overnight. The solvent was removed under the reduce pressure and the residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether = 1/100 ~ 1/5) to give E-2-04-2 (3.0 g, 14 % two step) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50411-26-2, 1-Amino-3-phenylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; BUSCHMANN, Helmut; SZOLAR, Oliver; HANDLER, Norbert; ROCH, Franz-Ferdinand; CUSACK, Stephen; WEIKERT, Robert; NEIDHART, Werner; SCHULZ-GASCH, Tanja; WOLKERSTORFER, Andrea; (62 pag.)WO2017/46362; (2017); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4720-29-0, name is 3-(Benzylamino)-1-propanol, the common compound, a new synthetic route is introduced below. Computed Properties of C10H15NO

EXAMPLE 20 5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone A solution of 11.48 g (64,1 mmol) of 4,5-dichloro-2-methyl-3(2H)-pyridazinone and 31.84 g (193.0 mmol) of 3-(N-benzylamino)propanol in 250 ml of water is boiled for 25 hours while stirring. The mixture is cooled, its pH is set with concentrated hydrochloric acid to 3 and it is extracted with 2*400 ml of ethyl acetate. The organic phase is dried and evaporated, 10 ml of ethyl acetate are added to the evaporation residue, then it is left to stand overnight at -10 C. The precipitated crystals are filtered and washed with ethyl acetate and then with diethyl ether. In this way 10.60 g (54%) of the title compound are obtained with a melting point of 94-95 C.

The synthetic route of 4720-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IVAX Drug Research Institute, Ltd.; US6602865; (2003); B1;,
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Adding a certain compound to certain chemical reactions, such as: 149965-40-2, (5-Bromo-2-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

General procedure: . To a solution of the benzyl alcohol in DCM (400mL) was added Dess-Martinperiodinane (216g, 510mmol) at 0oC,the mixture was allowed to warm to room temperature and stirred for 2h. Thereaction mixture was cooled to 0oC. Saturated NaHCO3 solution was added slowly to quench the reaction and stirred until it no gasgenerated. The reaction mixture washed with brine. The organic layer was driedover Na2SO4, filtered and evaporated in vacuo. The cruderesidue was purified by column chromatography on silica gel (hexane) to yield the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,149965-40-2, (5-Bromo-2-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Ding, Yuyang; Mao, Liufeng; Xu, Dengfeng; Xie, Hui; Yang, Ling; Xu, Hongjiang; Geng, Wenjun; Gao, Yong; Xia, Chunguang; Zhang, Xiquan; Meng, Qingyi; Wu, Donghai; Zhao, Junling; Hu, Wenhui; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2744 – 2748;,
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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 145691-59-4, name is (3,5-Dibromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 145691-59-4

Into a 100-mL round-bottom flask, was placed (3,5-dibromophenyl)methanol (2 g, 7.52 mmol, 1.00 eq.), dioxane (40 mL), water(4 mL), 2-ethenyl-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (1.2 g, 7.79 mmol, 1.00 eq.), Pd(PPh3)4 (900 mg, 0.78 mmol, 0.10 eq.), potassium carbonate (3.1 g, 22.43 mmol, 3.00 eq.). The resulting solution was stirred for 1 overnight at 100 C. The solids were filtered out. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 100 mL of H2O. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane. This resulted in 1.1 g (69%) of (3-bromo-5- ethenylphenyl)methanol as yellow oil.

With the rapid development of chemical substances, we look forward to future research findings about 145691-59-4.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
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Reference of 71176-54-0, 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.71176-54-0, name is (5-Amino-1,3-phenylene)dimethanol, molecular formula is C8H11NO2, molecular weight is 153.18, as common compound, the synthetic route is as follows.

Aniline compound 7 (100 mg, 0.653 mmol) and acid compound 6 (227 mg, 0.685 mmol) were suspended in CH2Cl2/MeOH (4.35 mL/2.2 mL) at rt. EEDQ (323 mg, 1.306 mmol) was added and the reaction was stirred at rt overnight. The solvent was concentrated and the residue was slurried in EtOAc (15 mL) and filtered. The solids were washed with EtOAc (2×15 mL) and was dried under vacuum/N2 to obtain compound 8 as a white solid (260 mg, 85percent yield). 1H NMR (400 MHz, DMSO-d6): delta 9.74 (s, 1H), 8.21-8.19 (m, 2H), 8.11-8.08 (m, 1H), 7.45 (s, 2H), 6.96 (s, 1H), 5.17 (t, 2H, J=5.7 Hz), 4.45 (d, 4H, J=5.6 Hz), 3.87 (d, 2H, J=5.8 Hz), 3.75 (dd, 4H, J=5.7, 13.4 Hz), 3.58 (s, 3H), 2.31-2.27 (m, 2H), 2.16-2.13 (m, 2H), 1.52-1.48 (m, 4H). LCMS=0.886 min (15 min method). Mass observed (ESI+): 489.3 (M+Na).

Statistics shows that 71176-54-0 is playing an increasingly important role. we look forward to future research findings about (5-Amino-1,3-phenylene)dimethanol.

Reference:
Patent; IMMUNOGEN, INC.; Chari, Ravi V.J.; Miller, Michael Louis; Shizuka, Manami; (250 pag.)US2016/82114; (2016); A1;,
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Related Products of 1227159-85-4, 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. 1227159-85-4, name is (1-(4-Bromophenyl)cyclobutyl)methanol, molecular formula is C11H13BrO, 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.

(1-(4-Bromophenyl)cyclobutyl)methanol (260 mg, 1.08 mmol), tert-butyldimethyichiorosilane (0.246 mL, 1.29 mmol) and imidazole (151 mg, 2.16 mmol) combined in dimethylformamide (6 mL) at room temperature for 18 hours. Water (20 mL) added and solution extracted with a 1:1 solution of ethyl acetate-heptane. The extract was washed with brine, dried over magnesium sulfate, filtered and concentrated. Crude purified on silica gel, eluding with a gradient from 0 to 30% ethyl acetate in heptane to give ((1-(4-bromophenyl)cyclobutyl)methoxy)(tert-butyl)dimethylsilane (323 mg, 84%) 1H NMR (400 MHz, CHLOROFORM-d) delta ppm -0.15 (s, 6H) 0.82 (s, 9H) 1.77-1.86 (m, 1H) 1.97-2.08 (m, 1H) 2.20-2.26 (m, 4H) 3.59 (s, 2H) 6.98 (d, 2H) 7.37 (d, 2H)

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 1227159-85-4, (1-(4-Bromophenyl)cyclobutyl)methanol.

Reference:
Patent; pfizer Inc; US2010/197591; (2010); A1;,
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Synthetic Route of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

Step 2 (±)3-(1-(2,6,-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine [00161] To a solution of triphenylphosphine (24.29 g, 92.6 mmol) in THF (dry, 160 ml_) was added DIAD (18.23 ml_, 92.6 mmol) dropwise at 0 C under N2. After addition of DIAD, a solution of 1-(2,6-dichloro-3-fluorophenyl)ethanol (13.35 g, 63.86 mmol) and 3-hydroxy-2-nitropyridine (10.29 g, 73.44 mmol) in THF (anhydrous, 160 ml_) was added dropwise. The ice-bath was removed and the reaction mixture was allowed to warm to room temperature and stirred at room temperature for 4 hrs. The reaction mixture was concentrated by evaporator to give a yellow residue. A saturated solution of NH4CI (200 ml_) was added. The aqueous phase was extracted with EtOAc (3^150 mL). The combined organic phase was washed with brine (2*80 mL), dried over anhydrous Na2S04, concentrated by evaporation in vacuo to give a yellow residue which was purified by CombiFlash (220 g silica gel column, Hexane/EtOAc) to afford (±)-3-(1-(2,6,- dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine (21.1 g, 100%) as a white solid. [00162] 1HNMR (300 MHz, CDCI3): delta 8.04 (d, 1 H), 7.37 (m, 1 H), 7.30 (dd, 1 H), 7.21 (d, 1 H), 7.09 (t, 1 H), 6.10 (q, 1 H), 1.85 (d, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; BETA PHARMA CANADA INC.; WANG, Zhaoyin; LI, Lianhai; WANG, Zhigang; WO2013/13308; (2013); A1;,
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