Month: September 2021

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. 42514-50-1, name is 3-Amino-3-methylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H13NO

3-Amino-3-methyl-butan-1-ol (5.0 g, 0.04 mol) was dissolved in 150 mL CH2Cl2 and treated with di-tert-butyl dicarbonate (11.12 g, 0.05 mol). The resulting mixture was stirred for 18 h at 25 C. The mixture was concentrated to the desired material as an amber oil (9.8 g, 100%): 1H NMR (DMSO-d6) delta 3.55 (s, 1H), 4.43 (t, 1H, J = 5 Hz), 3.46 (m, 2H), 1.71 (t, 2H, J = 7 Hz), 1.37 (s, 9H), 1.12 (s, 6H).

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, 42514-50-1, 3-Amino-3-methylbutan-1-ol.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99286; (2003); 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. 671802-00-9, name is tert-Butyl 3-(2-hydroxyethoxy)propanoate. A new synthetic method of this compound is introduced below., name: tert-Butyl 3-(2-hydroxyethoxy)propanoate

Step 1: Synthesis of tert-butyl 3-{2-[(5-bromopyridin-2-yl)oxy]ethoxy}propanoate:[0692] To a stirred solution of 5-bromopyridin-2-ol (3.0 g, 17.24 mmol), tert-butyl 3-(2- hydroxyethoxy)propanoate (3.3 g, 17.19 mmol) and triphenylphosphine (6.8 g, 25.81 mmol) in tetrahydrofuran (120.0 mL) was added diethyl diazene-l,2-dicarboxylate (4.49 g, 25.78 mmol) dropwise at 0 C under an atmosphere of nitrogen. The resulting solution was stirred overnight at rt. The reaction mixture was concentrated under reduced pressure to give a crude residue, which was purified by silica gel flash chromatography (eluent: ethyl acetate/petroleum ether, v/v =1/3) to provide the titled product (yield: 50%) as colorless oil.

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, 671802-00-9, tert-Butyl 3-(2-hydroxyethoxy)propanoate.

Reference:
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
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Electric Literature of 623-69-8 ,Some common heterocyclic compound, 623-69-8, molecular formula is C5H12O3, 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.

To NaH (0.366 g, 9.16 mmol) in THF (12 mL) at 0 °C was added 1 ,3- dimethoxy-2-propanol (1 g, 8.32 mmol) in THF (8 mL) solution. The mixture was warmed to room temperature and stirred for 0.5 hour. To this was added tosyl chloride (1.587 g, 8.32 mmol) in one portion. The white cloudy mixture was stirred at room temperature for 16 hours. LC/MS showed complete conversion. The reaction mixture was poured into water and extracted with EtOAc. The organic extracts were combined, washed with brine, dried with sodium sulfate and concentrated in vacuo to give 2 g of colorless oil. The crude mixture was purified by Analogix system (silica gel column 80 g, gradient: 0 min, 100percentn-heptane; 5-12 min, 20percent EtOAc in Heptane; 12-15 min. 30percent EtOAc in Heptane and hold until 30 min). The pure fractions were combined and concentrated in vacuo to give 1.25 g of product as colorless oil which solidified upon standing.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-69-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); 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. 27129-87-9, name is (3,5-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of (3,5-Dimethylphenyl)methanol

General procedure: A dried round bottomed flask equipped with a magnetic stir bar was charged with 15 mg Polymer anchored-Pd(II) C catalyst (PS-8-AQ-Pd), 2-phenyl pyridine (0.5 mmol), benzyl alcohol (1.0 mmol)and TBHP (2.0 mmol) were added to a reaction vessel. The mixture was stirred at 110 C for 8 h, then cooled to room temperature and catalyst was filtered, the filtrate was extracted with ethyl acetate(3 10 mL). The combined organic layers were extracted with water, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethylacetate/hexane (1:4) as eluent to give the corresponding ortho acylation products. The products were characterized by 1H NMR,13C NMR and HRMS.

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, 27129-87-9, (3,5-Dimethylphenyl)methanol.

Reference:
Article; Perumgani, C. Pullaiah; Parvathaneni, Sai Prathima; Kodicherla, Balaswamy; Keesara, Srinivas; Mandapati, Mohan Rao; Inorganica Chimica Acta; vol. 455; (2017); p. 105 – 111;,
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Reference of 4640-44-2, 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. 4640-44-2, name is 3-Aminocyclobutanol, molecular formula is C4H9NO, 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.

Step 2: 3-Bromo-N-(3-hydroxycyclobutyl)-4-methylbenzenesulfonamide (2875) To a stirring solution of 3-aminocyclobutanol (480 mg, 3.88 mmol) in DMF (24.300 ml), under N2, was added 3-bromo-4-methylbenzene-1-sulfonyl chloride (1047 mg, 3.88 mmol) and DIPEA (1.492 ml, 8.55 mmol). The reaction mixture was stirred for 24 hours at room temperature. The mixture was concentrated under reduced pressure and added to 0.1 M HCI (150ml) and product extracted into EtOAc (200ml). The organic extract was washed with sat. Na2C03 (150ml), brine, dried over MgS04 and concentrated under reduced pressure to afford the title compound as a mixture of stereoisomers; (2876) LCMS: Rt 0.93, 0.95 mins; MS m/z 320.2 [M+H]+; Method 2minLowpHv01 (2877)

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 4640-44-2, 3-Aminocyclobutanol.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; WO2015/162456; (2015); A1;,
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Reference of 13330-96-6, 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 13330-96-6 as follows.

To a suspension of hexane prewashed sodium hydride (11.0 mmol, 440 mg of a 60% dispersion in mineral oil) in THF (20 mL) was cannulated a solution of 4-(N,N-dimethylamino)butan-1-ol (8.80 mmol, 1.03 g) in THF (30 mL). The resulting suspension was stirred at 20 C. under N2 for 2 hours and then cannulated into a solution of 4-[(3-bromophenyl)amino]-7-fluoro-6-nitroquinazoline (J Med Chem, 1996;39:918-928) (0.80 g, 2.20 mmol) in THF (30 mL) under N2. The dark red solution was then heated at reflux overnight.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Patent; Warner-Lambert Company; US6344459; (2002); B1;,
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Related Products of 52059-53-7, 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.52059-53-7, name is 2-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.

To a solution of (S)-isopropyl 2-(2-amino-4-(4,4-dimethylpiperidin- 1 -yl)-5 ?,6?-difluoro-6-methyl- [3,3 ?-bipyridinj -5 -yl)-2-(tert-butoxy)acetate (0.042 g, 0.059 mmol, 1 equiv) and 2-(3-fluorophenyl)ethanol (0.042 g, 0.297 mmol, 5 equiv) in THF (1.5 mL)was added 60% NaH (0.012 g, 0.297 mmol, 5 equiv). The reaction was heated at 60 C for 1 h. EtOH (0.9 mL) and 10 N NaOH (0.1 mL) were added and the temperature was raised to 80 C for 4 h. After cooling to ambient temperature, the reaction was filtered. The cmde mixture was purified by preparative LC/MS to provide the product (9 mg, 26%). ?H NMR (500 MHz, DMSO-d6) 7.89 – 7.44 (m, 2H), 7.38 – 7.32 (m, 1H), 7.17 -7.10 (m, 2H), 7.07 -7.00 (m, 1H), 5.70 (s, 1H), 5.09 (br s, 1H), 4.75 -4.53 (m, 2H), 3.18- 3.02 (m, 2H), 2.91 – 2.64 (m, 1H), 2.32 (s, 3H), 1.60 – 1.43 (m, 1H), 1.26 (s, 2H), 1.16 (s, 9H), 1.09 – 0.98 (m, 1H), 0.86 (br s, 3H), 0.62 (br s, 3H) [note: appears to be a 60:40 mixture ofrotamers around pyridine pyridine biaryl bond, piperidine protons are broad and not all visiblej. LCMS (M+1) = 583.3.

Statistics shows that 52059-53-7 is playing an increasingly important role. we look forward to future research findings about 2-(3-Fluorophenyl)ethanol.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
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Reference of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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.

Reference Example 2 2-(4-bromophenyl)ethyl iodide To a solution of 2-(4-bromophenyl)ethanol(75.0 g) and triethylamine (45.3 g) in methylene chloride (400 mL) was added dropwise methanesulfonyl chloride (47.0 g) at 0C over 1 hr, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was poured into ice water, and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. To a solution of the residue in methyl ethyl ketone (500 mL) was added sodium iodide (67.1 g), and the mixture was stirred at 90C for 3 hr. The reaction mixture was concentrated under reduced pressure, and water (500 mL) was added to the residue. After extraction with ethyl acetate, the mixture was washed with 1% aqueous sodium thiosulfate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (116 g) as brown crystals. 1H-NMR(CDCl3)delta(ppm): 3.13(2H, t, J=7.7Hz), 3.32(2H, d, J=7.4Hz), 7.07(2H, d, J=8.4Hz), 7.44(2H, d, J=8.1Hz).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2017257; (2009); A1;,
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Application of 4254-29-9, 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. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol, molecular formula is C9H10O, 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 25 mL, one-necked, round-bottomed flask was placed Fe(acac)3 (36 mg, 0.10 mmol, 5 mol %), benzyl alcohol (216 mg, 208 muL, 2 mmol), and Na2CO3 (10.6 mg, 0.10 mmol, 5 mol %) in 10 mL heptane at room temperature under nitrogen atmosphere. A solution of methyl benzoate (272 mg, 256 muL, 2 mmol) in heptane (10 mL) was added via syringe. The resulting mixture was heated to reflux with the removal of the methanol by Dean-Stark apparatus and the reaction progress was monitored by TLC, 1H NMR spectroscopy, and GC analysis until completion of the reaction (6 h). The reaction mixture was then gradually cooled to room temperature and quenched with saturated aqueous NH4Cl solution (5 mL), then extracted with 20 mL ethyl acetate. The combined organic layer was dried (anhydrous MgSO4), filtered, and evaporated to give a crude product that was purified by column chromatography on silica gel (hexane/AcOEt=50/1) to provide the pure benzyl benzoate product 412 mg, 97% yield.

According to the analysis of related databases, 4254-29-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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Synthetic Route of 3973-18-0, 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. 3973-18-0, name is Propynol ethoxylate. A new synthetic method of this compound is introduced below.

Preparation of 2-(prop-2-yn-l-yloxy)ethyl trifluoromethanesulfonate 4. To a solution of 2-(prop-2-yn-l-yloxy)ethanol (3) (1.50 g, 15.0 mmol) in (( (20 mL) was added 2,6-lutidine (2.44 mL, 21.0 mmol) followed by trifluoromethanesulfonic anhydride (3.15 mL, 18.7 mmol) at -50 C under argon atmosphere. The mixture was stirred at -10 C for 2 h. It was then partitioned between 50% EtOAc in hexanes (150 mL) and brine (15 mL). The organic layer was separated, washed with brine (15 mL) and dried over anhydrous MgS04. The insoluble was filtered and the filtrate was evaporated in vacuo. The crude material was purified by silica gel column chromatography (silica gel: 50 g, solvent 10% EtOAc in hexanes (500 mL)). The desired fractions were combined and evaporated in vacuo to give the titled compound (2.49 g, 72%) as a dark brown oil. This material was used for the next reaction without further purification. [0313] ln NMR (400 MHz, CDC13) delta 4.64-4.66 (2H, m), 4.22^1.25 (2H, m), 3.85-3.88 (2H, m), 2.48-2.49 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3973-18-0, Propynol ethoxylate, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SHOKAT, Kevan; OKANIWA, Masanori; (209 pag.)WO2016/40806; (2016); A1;,
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