Category: alcohols-buliding-blocks

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. 552331-15-4, name is 1-(5-Bromo-2-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. name: 1-(5-Bromo-2-fluorophenyl)ethanol

To a solution of compound 2A-2 (46.0 g, 210.0 mmol) and triethylsilane (48.8 g, 420.0 mmol, 66.9 mL) in DCM (500.0 mL) was added BF3.Et20 (59.6 g, 420.0 mmol, 51.8 mL) at 0C. The mixture was stirred at 25C for 2 h, concentrated, quenched by addition of Sat.NaHC03 (200 mL) at 0C, and extracted with ethyl acetate (200 mL chi 3). The combined organic layers were washed with brine (200 mL chi 3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02) to afford compound 2A-3 (24.0 g, crude). 1H NMR (CHLOROFORM-d, 400MHz) delta 1 1 (dd, J= 2.2, 6.6 Hz, 1H), 7.27 – 7.21 (m, 1H), 6.87 (t, J= 9.2 Hz, 1H), 2.62 (q, J= 7.5 Hz, 2H), 1.20 (t, J= 7.6 Hz, 3H).

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Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); 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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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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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 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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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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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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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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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.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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