Category: alcohols-buliding-blocks

Synthetic Route of 25055-82-7, 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. 25055-82-7, name is 2-(3-Methyl-3H-diazirin-3-yl)ethanol. A new synthetic method of this compound is introduced below.

A solution of 2-(3-methyl-3H-diazirin-3-yl)ethan-i-ol (100 mg, 1.0 mmol) and triethylamine (160 mu, 1.15 mmol) in dichloromethane (5 mL) was cooled in an ice bath. To the cooled solution was added methanesulfonyl chloride (93 mu, 1.2 mmol). The reaction mixture was stirred for 1.5 hours in the ice bath, then saturated ammonium chloride was added and the organic layer was separated. The aqueous layer was extracted once with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and then concentrated in vacuo to afford the title compound (178 mg, quantitative yield) which was used without further purification. (1292) NMR (CDC13): delta = 4.13 (t, 2 Eta), 3.05 (s, 3 Eta), 1.79 (t, 2 Eta), 1.09 (s, 3 Eta).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25055-82-7, its application will become more common.

Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); 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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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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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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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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Adding a certain compound to certain chemical reactions, such as: 171011-37-3, (4-Bromo-1,2-phenylene)dimethanol, 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, Recommanded Product: 171011-37-3, blongs to alcohols-buliding-blocks compound. Recommanded Product: 171011-37-3

(1) In 380 ml of diethyl ether was dissolved 19.0 g of 1-bromo-3,4-di(hydroxymethyl)benezene and to the solution was added 112 g of phosphorus tribromide under ice-cooling, after which the resulting mixture was allowed to stand for 3 days. The reaction mixture was added to 1,000 ml of ice water and the pH was adjusted to 7 with sodium hydrogencarbonate, followed by extraction with 1,000 ml of ethyl acetate. The organic layer thus obtained was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then distilled under reduced pressure to remove the solvent, whereby 28.5 g of 1-bromo-3,4-di(bromomethyl)benzene were obtained as colorless crystals.

The synthetic route of 171011-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Toyama Chemical Co., Ltd.; US6025370; (2000); A;,
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Application of 15852-73-0, 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. 15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, 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.

General procedure: To a solution of compound 8a (1.08 g, 10 mmol) and Et3N (1.52g, 15 mmol) in anhydrous DCM (100 mL) was added dropwisemethanesulfonyl chloride (1.36 g, 12 mmol) in anhydrous DCM(20 mL). The mixture was stirred for 12 h while being cooled withan ice-water bath. DCM was evaporated under vacuum. The residuewas dissolved in EtOAc (100 mL) and washed with 10percent HCl(3 100 mL), saturated NaHCO3 (3 100 mL) and brine (3 100mL), and then dried over MgSO4 overnight. EtOAc was evaporatedto give 11a as yellow oil (1.77 g, yield: 95percent). ESI-MS m/z 187.4 [M+H]+. The crude product was used directly in the next reactionwithout further purification.Compounds 11b?11w, 11aa?11ff and 23a?23h were preparedusing the same procedure described above.

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; Cao, Jiangying; Ma, Chunhua; Zang, Jie; Gao, Shuai; Gao, Qianwen; Kong, Xiujie; Yan, Yugang; Liang, Xuewu; Ding, Qin’ge; Zhao, Chunlong; Wang, Binghe; Xu, Wenfang; Zhang, Yingjie; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3145 – 3157;,
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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 14320-38-8, name is Cyclopent-3-enol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H8O

AddN-pyrimidinylpurine 1a (0.2 mmol), RhCl3?3H2O (0.004 mmol), Cu(OAc)2(0.4 mmol) andcyclopent-3-enol 2k (1.0 mmol) to 2.0 mL of DMF. , three times with carbon monoxide in the Young’s replacement tubeafter filling with carbon monoxide (1 atm), the reaction and after 90 deg.] C oil bath for 10 hours, the reaction was stopped until the reaction was cooled to roomtemperature, add ethyl acetate and saturated brine plurality Wash and extract.The organic phase was dried over anhydrous sodium sulfate and filtered.The solvent was evaporated to dryness, and ethyl acetate / petroleum ether (1:10 to 1:1) was purified by chromatography.The product was a whitesolid with a yield of 80%.

With the rapid development of chemical substances, we look forward to future research findings about 14320-38-8.

Reference:
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute; Yang Lei; Zhao Kang; Liu Jianhua; Xia Chungu; Du Rongrong; (35 pag.)CN109851608; (2019); A;,
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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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 111-90-0

General procedure: To a solution of 4 (50 mg, 0.08 mmol, 1 equiv) in DMF (2 mL), N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) (39.6 mg, 0.16 mmol, 2 equiv) was added and the mixture was stirred for 10 minutes at room temperature. N,N-Diisopropylethylamine (DIEA) (20.7 mg, 0.16 mmol, 2 equiv) was added to the reaction at room temperature. In a separate flask, alkyl amine or alcohol (0.12 mmol, 1.5 equiv) was dissolved in DMF (2 mL) and added to the reaction mixture. The reaction was then heated to 60 C and continued for 12 hours. The reaction progress was monitored by TLC until completion. The productwas extracted in DCM (10 mL) and washed with H2O (3 x 10 mL) and brine (10 mL). The organic layer was dried with Na2SO4, filtered and concentrated in vacuo prior to purification by silica gel column chromatography.

With the rapid development of chemical substances, we look forward to future research findings about 111-90-0.

Reference:
Article; Patel, Pradeepkumar; Hanawa, Emi; Yadav, Reeta; Samuni, Uri; Marzabadi, Cecilia; Sabatino, David; Bioorganic and Medicinal Chemistry Letters; vol. 23; 18; (2013); p. 5086 – 5090;,
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Reference of 702-23-8, 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.702-23-8, name is 2-(4-Methoxyphenyl)ethanol, molecular formula is C9H12O2, molecular weight is 152.19, as common compound, the synthetic route is as follows.

Reactant: 6. To a stirred solution of compound 6 (1.0 g, 6.57 mmol) in toluene (40 mL) triethylamine(2.0 mL, 19.71 mmol) was added at 0 C. TsCl (1.5 g, 7.88 mmol) was added slowly and the reaction mixture stirred 48 h at RT. The solution was diluted with diethyl ether and washed with saturatedaqueous NaHCO3 (20 mL). The residue of unreacted precipitated TsCl was filtered out and organiclayer was dried, filtered and concentrated to give light yellow crystals: 29 (2.0 g, 99 %).

The chemical industry reduces the impact on the environment during synthesis 702-23-8, I believe this compound will play a more active role in future production and life.

Reference:
Article; Blaess, Markus; Bibak, Nelly; Claus, Ralf A.; Kohl, Matthias; Bonaterra, Gabriel A.; Kinscherf, Ralf; Laufer, Stefan; Deigner, Hans-Peter; European Journal of Medicinal Chemistry; vol. 153; (2018); p. 73 – 104;,
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