Tag: M.W=100-200

Related Products of 68327-04-8 ,Some common heterocyclic compound, 68327-04-8, molecular formula is C5H12ClNO, 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.

A solution of 65 mg intermediate 6-[4-(d ifluoromethyl )phenyl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),144 mg HATU, 0.1 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at room temperature for 14 hours. Then the reaction mixture was filtered andsubjected to RP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, LabomaticLabocol Vario-2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A:0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% B 15% – A 45%/B55%; flow: 150 mL/min; UV-detection: 254 nm) to yield 13 mg 6-[4-(difluoromethyl)phenyl]-N-[(1 S ,2S)-2-hyd roxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2 ,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39-1.56 (m, 2 H), 1.58-1.76 (m, 2 H), 1.77-1.87(m, 1 H), 2.04 -2.14 (m, 1 H), 3.94 (br d, 1 H), 3.98-4.07 (m, 1 H), 4.95 (br d, 1 H), 7.13 (t, 1H), 7.64 (dd, 1 H), 7.72 (d, 2 H), 8.13 (d, 2 H), 8.15-8.20 (m, 1 H), 8.66-8.72 (m, 2 H), 8.92(d, 1 H), 9.31 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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Electric Literature of 7589-27-7, 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. 7589-27-7, name is 2-(4-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

To a 40 mL vial equipped with a stir bar was added 4-bromo-2,5-difluorophenol (1.04 g, 5.00 mmol), 2-(4-fluorophenyl)ethanol (700 mg, 5.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol) and THF (25 mL). To the stirred solution was added DIAD (1.17 mL, 6.00 mmol). The solution warmed to a mild reflux, then cooled within 5 minutes. The solution was stirred at r.t. for 18h. The reaction solution was concentrated in vacuo and the resulting oil was diluted with a mm. of acetone, then concentrated onto Celite invacuo. The resulting powder was subjected to Si02 purification (80g column, hexanes:EtOAc 100:0-90: 10) to afford 1-bromo-2,5-difluoro-4-(4- fluorophenethoxy)benzene as a colorless oil (1.562 g, 94percent). ?H NMR (500MHz, CDC13) 7.28 – 7.21 (m, 3H), 7.04 – 6.96 (m, 2H), 6.73 (dd, J=9.5, 7.2 Hz, 1H), 4.16 (t, J=6.9 Hz, 2H), 3.09 (t, J=6.9 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7589-27-7, 2-(4-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

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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Adding a certain compound to certain chemical reactions, such as: 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-ol, 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: 3-Chloro-2,2-dimethylpropan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3-Chloro-2,2-dimethylpropan-1-ol

Reference Production Example 6; In 5 ml of tetrahydrofuran was suspended 0.14 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.36 g of 3-chloro-2,2- dimethyl-1-propanol was added dropwise at 0C, followed by stirring for 10 minutes. To this was added dropwise 0.5 ml of tetrahydrofuran containing 0.4 g of 4,6-dichloropyrimidine dissolved therein, followed by stirring at the same temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.62 g of 4-chloro-6- (3-chloro-2, 2- dimethylpropyloxy) pyrimidine. 4-Chloro-6- (3-chloro-2, 2-dimethylpropyloxy) pyrimidine ‘H-NMR : 1. 11 (s, 6H), 3.51 (s, 2H), 4.23 (s, 2H), 6.81 (s, 1H), 8.57 (s, 1H).

The synthetic route of 13401-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2003/76415; (2003); A1;,
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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.5339-85-5, name is 2-(2-Aminophenyl)ethanol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.Quality Control of 2-(2-Aminophenyl)ethanol

A 250 mL 3 -neck round-bottom flask equipped with mechanical stirrer and a temperature -probe was set up under N2. Ethyl acetetate (45 mL) and 2-aminophenethanol (2.0 g, 0.015 mol, purchased from Combi- Blocks Inc, San Diego, CA) were added and stirred well in a ice bath cooled to 0 to 5 C. A homogeneous clear solution of K2C03 in water (45 mL) was added in one portion. To a vigorously stirring solution was added acryloyl chloride (0.7 g, 0.007 mol, Sigma Aldrich) carefully in portions with a syringe at a rate that maintains the temperature below 5oC. To the resulting solution was added BHT (0.004 g, 0.018 mmol). After 4 hours, reaction progress was monitored by silica gel TLC (50:50 DCM:EtOAc eluent). Product: f=~0.5 (UV-active). The starting material was not observed. The reaction mixture then was diluted with ethyl acetate (100 mL), transferred to a separatory funnel, and washed with IN HCI (50 mL), sat. aq. NaHC03 (50 mL.), brine (50 mL), dried (Na2S04), filtered, and concentrated on a rotovap to obtain a white solid that was further dried under high, vacuum. 1H NMR (400 MHz, Acetone-d6). d (ppm) 9.64 (br, IH), 7.93 (d, 1H), 7.20 (m, 2H), 7.02 (dd, IH), 6.33 (m, 2H), 5.70 (d, IH), 4.71 (s, 1 H), 3.86 (dd, 2H), 2.86 (dd, 2H). This product was used without further purification in the next step of sy nthesis.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5339-85-5, 2-(2-Aminophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; SNAP BIO, INC.; BURK, Mark J.; CHEN, Brandon; LI, Jingyi; BACHAN, Shawn; (161 pag.)WO2019/67396; (2019); A1;,
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Electric Literature of 5020-41-7, 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. 5020-41-7, name is 2-(3-Methoxyphenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: Alcohol S1 (2.0 mmol, 1.0 equiv) and H2SO4 (0.2 equiv) were added successively to a solution of aldehyde S2 (1.2 equiv) intoluene (5.0 mL). The reaction mixture was stirred at room temperature for 2 h. Then the reaction mixture was quenched withwater (2.0 mL) and extracted with ethyl acetate. The combined organic extract was washed with saturated brine and dried withanhydrous MgSO4. After filtration and concentration, the residue was purified by flash chromatography to give substrate 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5020-41-7, 2-(3-Methoxyphenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Wang, Zehua; Mao, Ying; Guan, Honghao; Cao, Min; Hua, Jing; Feng, Lei; Liu, Lei; Chinese Chemical Letters; vol. 30; 6; (2019); p. 1241 – 1243;,
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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. 114686-85-0, name is 2-(2,3-Dichlorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(2,3-Dichlorophenyl)ethanol

A mixture of 2-(2,3-dichlorophenyl)ethanol (0.50 g), NaHCO3 (0.438 g) and Dess-Martin periodinane (1.22 g) in dichloromethane (10 mL) and water (46 mL) was stirred for 1 hour. The mixture was quenched with aqueous NaHCO3 and saturated aqueous Na2S2O3 and extracted with dichloromethane. The extract was dried (Na2SO4), filtered and concentrated. The concentrate was purified on silica gel with an Intelliflash-280 purification system with hexanes/ethyl acetate.

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, 114686-85-0, 2-(2,3-Dichlorophenyl)ethanol.

Reference:
Patent; Sheppard, George S.; Wang, Gary T.; Palazzo, Fabio; Bell, Randy L.; Mantei, Robert A.; Wang, Jieyi; Hubbard, Robert D.; Kawai, Megumi; Erickson, Scott A.; BaMaung, Nwe; Fidanze, Steve D.; US2007/203143; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 111-90-0, Diethylene Glycol Monoethyl Ether, 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, SDS of cas: 111-90-0, blongs to alcohols-buliding-blocks compound. SDS of cas: 111-90-0

To a solution of 3 (0.5 g, 1.78 mmol), DMAP (0.22 g, 1.78 mmol), and diethylene glycol monoethyl ether (0.24 g, 1.78 mmol) in dichloromethane (15 mL) was added portionwise EDCI (0.34 g, 1.78 mmol) at room temperature. After stirring for 2 hrs, the product was extracted with ether (45 mL). The ether solution was washed with water (50 mL), a solution of 1N HCl (10 mL), and water (40 mL), dried over MgSO4, and concentrated. The residue was purified with silica gel column chromatography eluting with ethyl acetate to give compound 8 (0.18 g) as an oil in 25% yield. 1H NMR delta (CDCl3) 1.21 (3H, t, J = 6.9 Hz), 1.75 (6H, brs) 1.84 (2H, quint, J = 6.9 Hz), 1.95 (6H, brs), 2.05 (3H, brs), 2.38 (2H, t, J = 6.9 Hz), 3.18 (2H, q, J = 6.9 Hz), 3.53 (2H, q, , J = 6.9 Hz), 3.61 (2H, t, J = 6.9 Hz), 3.67 (2H, t, J = 6.9 Hz), 3.74 (2H, t, J = 6.9 Hz), 4.25 (2H, t, J = 6.9 Hz), 4.47 (1H, s), 4.62 (1H, s). LC-MS (ESI) m/z calcd for C21H36N2O5 [M + H]+ 397.26, found [M + H]+ 397.32.

The synthetic route of 111-90-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, In-Hae; Nishi, Kosuke; Kasagami, Takeo; Morisseau, Christophe; Liu, Jun-Yan; Tsai, Hsing-Ju; Hammock, Bruce D.; Bioorganic and medicinal chemistry letters; vol. 22; 18; (2012); p. 5889 – 5892,4;,
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Synthetic Route of 26021-57-8 , The common heterocyclic compound, 26021-57-8, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazin-6-ol, molecular formula is C8H9NO2, 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.

A solution of 209.1 mg of 2-ethylbenzene-1 ,4-diamine dihydrochloride (1 mmol) and 151.1 mg of 3-aminophenol (1 mmol) in 2 ml of ethanol and 1 ml of water is adjusted to a pH of 9.5 with 20% aqueous ammonia solution. 0.21 ml of 30% aqueous hydrogen peroxide solution is then added. The reaction medium is stirred at room temperature for 5 hours. The precipitate formed is filtered off, rinsed with water-ethanol and then dried under vacuum. 148 mg of a mixture of isomers of 2-(4-amino-2 or 3-ethylphenylamino)-5-(2- hydroxyethylamino)[1 ,4]benzoquinone, compound (1 ) are isolated in the form of a green- brown powder. MS (ES+): [M+H] = 302.

The synthetic route of 26021-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L’OREAL; SABELLE, Stephane; LEDUC, Madeleine; WO2014/191354; (2014); A1;,
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Electric Literature of 29171-20-8, Adding some certain compound to certain chemical reactions, such as: 29171-20-8, name is 3,7-Dimethyloct-6-en-1-yn-3-ol,molecular formula is C10H16O, 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 29171-20-8.

EXAMPLE 3 Manufacture of 4-methyl-4-(4-methyl-3-pentenyl)-5-methylene-1,3-dioxolan-2-one According to the methodology described in Example 1, but with a heating period of 8 hours at 20 bar (2000 kPa) and 80¡ã C., and starting from 68.51 g (0.45 mol) of 3,7-dimethyl-oct-1-yn-6-en-3-ol (dehydrolinalool) there are obtained 69.41 g (97.79percent content) of 4-methyl-4-(4-methyl-3-pentenyl)-5-methylene-1,3-dioxolan-2-one; the yield is 76.9percent based on the dehydrolinalool used.

According to the analysis of related databases, 29171-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Vitamins Inc.; US5817838; (1998); A;,
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Adding a certain compound to certain chemical reactions, such as: 2568-33-4, 3-Methylbutane-1,3-diol, 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, HPLC of Formula: C5H12O2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C5H12O2

Example 2OC; N-r(2Z)-3-butviri.31thiazolor4.5-clpyridin-2(3H)-ylidenel-2-(3-hvdroxy-3-methylbutoxy)-5-(trifluoromethyl)benzamide; 3-Methylbutane-l,3-diol (42 mg, 0.4 mmol) in THF (1 mL) was treated with NaH (60%) (16 mg, 0.4 mmol) at room temperature for 20 min. To the above mixture, which was cooled to 0-5 0C, was added the product from Example 2OB (80 mg, 0.2 mmol) in THF (1 mL). After 20 min. the reaction mixture was quenched with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (2 x 30 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-100 % ethyl acetate in hexanes) to afford 87 mg (90 %) of the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 1.04 (t, J=7.32 Hz, 3 H) 1.36 (s, 6 H) 1.47 – 1.55 (m, 2 H) 1.88 – 1.96 (m, 2 H) 2.13 (t, J=5.80 Hz, 2 H) 4.35 (t, J=5.80 Hz, 2 H) 4.54 (t, J=7.63 Hz, 2 H) 5.12 (brs, 1 H) 7.11 (d, J=8.54 Hz, 1 H) 7.61 (d, J=5.19 Hz, 1 H) 7.74 (dd, J=8.54, 2.14 Hz, 1 H) 8.49 (d, J=5.19 Hz, 1 H) 8.68 (s, 1 H) 8.72 (s, 1 H); MS (ESI+) m/z 482 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; FROST, Jennifer, M.; LATSHAW, Steven, P.; DART, Michael, J.; CARROLL, William, A.; PEREZ-MEDRANO, Arturo; KOLASA, Teodozyj; PATEL, Meena; NELSON, Derek, W.; LI, Tongmei; PEDDI, Sridhar; WANG, Xueqing; LUI, Bo; WO2010/71783; (2010); A1;,
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