Tag: M.W=200-300

Related Products of 552331-15-4 ,Some common heterocyclic compound, 552331-15-4, molecular formula is C8H8BrFO, 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 a solution of compound 31-2 (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 (0767) 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 31-3 (24.0 g). 1H MR (CHLOROFORM-^, 400MHz) delta 7.31 (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).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,552331-15-4, its application will become more common.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (159 pag.)WO2018/102751; (2018); A1;,
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Electric Literature of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, molecular formula is C9H11BrO, 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.

In a 250 mL three-necked flask, 0.03 mol of dibenzofuran-3-amine, 0.04 mol, was added under nitrogen protection.2-(2-Bromophenyl)propan-2-ol, 150 mL of toluene was stirred and mixed, then 0.05 mol of sodium t-butoxide, 0.0015 mol of Pd2 (dba) 3, 0.0015 mol of tri-tert-butylphosphine, and heated to 115 C, Reflow reaction for 24 hours; naturally cool to room temperature, filter, filterThe liquid was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column.Obtaining 2-(2-(dibenzofuran-3-ylamino)phenyl)propan-2-ol;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7073-69-0, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Miao Kangjian; Zhang Zhaochao; Zhang Xiaoqing; Li Chong; (43 pag.)CN108164470; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-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, Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

N, N-carbonyldiimidazole (5.36 g, 33 mmol) was added to a solution of N- (trifluoroacetyl) anthranilic acid (7.69 g, 33 mmol) prepared as described in Example 94 (1) above in tetrahydrofuran (80 ml) at room temperature with stirring under a nitrogen atmosphere, and-the resulting mixture was stirred for 1 hour. At the end-of this time, a solution of 2- (4-aminophenyl)-1, 1, 1, 3,3, 3-HEXAFLUORO-2-PROPANOL (5.70 g, 22 mmol) in tetrahydrofuran (60 ML) was added to the reaction mixture, and the resulting mixture was stirred at 70°C for 6 hours under the nitrogen atmosphere. The reaction mixture was then concentrated, poured into water and extracted twice with ethyl acetate (200 ML). The combined organic layers were washed successively with water (100 ml), 1N hydrochloric acid (100 ml), water (100 ml) and a saturated aqueous sodium chloride solution (100 ml) and dried over anhydrous sodium sulfate. The solvent was thus removed and the residue thus obtained was purified by silica gel column chromatography using a 5: 1 by volume mixture of hexane and ethyl acetate AS ELUANT to yield the title compound as a colorless solid (1.48 g, yield: 15percent). This product was recrystallized from a mixed solvent of hexane and ethyl acetate to yield colorless prisms. mp 183°C. IR (KBR) : SMAVc 3173,1670, 1373,1227, 1173,966 CM- . LH-NMR (400MHz, CDC13) : 8 8.34 (1H, d, J = 8.2 Hz), 7.91 (4H, M), 7.68 (1H, M), 7.42 (2H, d, J = 8.2 Hz), 3.86 (1H, s). FABMS (m/z): 457 ( [M+H] +). FABHRMS (m/z): calcd. for CLAHSFGN2ONA ([M+NA] +) : 479.0418 ; found: 479.0431. Anal. calcd. for C18H9F9N202 : C, 47.38 ; H, 1.99 ; N, 6.14 ; found : C, 46.98 ; H, 2.24 ; N, 6.54.

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
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Electric Literature of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

5-Bromo-3-[1 -(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyrazin-2-ylamine was prepared following procedure 2 below, from 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol and 3,5-dibromo-pyrazin-2-ylamine. 1H NMR (400 MHz, DMSO-d6) 6 1.74 (d, 3H), 6.40 (m, 1H), 6.52 (br s, 2H), 7.30 (m, 1H), 7.48 (m, 1H), 7.56 (s, 1H); MS m/z 382 (M+1); To an ice cooled solution of substituted benzyl alcohol (1.0 molar equivalent) and anhydrous tetrahydrofuran (0.14 M) was added sodium hydride (1.0 molar equivalent) slowly under nitrogen atmosphere. After stirring for 30 minutes, 3,5-dibromopyrazin-2-ylamine (1.0 molar equivalent) in tetrahydrofuran (0.56 M) was added via an addition funnel at a fast dropwise rate. Once the addition wascomplete the ice bath was removed and the reaction was refluxed under nitrogen and monitored by reversed phase HPLC. After 18 hr HPLC showed that the majority of the starting 3,5-dibromopyrazin-2-ylamine had been consumed and the reaction was allowed to cool to room temperature. The reaction mixture was concentrated, diluted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuum. The crude product was purified using a silica gel eluting with 1:1 ethyl acetate/dichloromethane to yield the 5-bromo-3-(substituted-benzyloxy)-pyrazin-2-ylamine as a white solid in 60-90% yield

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 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); 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. 61367-62-2, name is 4-Bromo-3,5-dimethoxybenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H11BrO3

To a round bottom flask was added (4-bromo-3,5-dimethoxyphenyl)methanol (compound 10, 0.5 g, 2.02 mmol) and NN-dimethylformamide (10 mL). The solution was cooled to 0 °C and sodium hydride (0.100 g of 60percent (w/w) in mineral oil, 2.61 mmol) was added and the reaction was stirred for 1 hour at room temperature. 1-Bromohexane (0.34 mL, 2.43 mmol) was added and the reaction was stirred overnight at room temperature. The reaction was quenched with water and concentrated in vacuo. The residue was taken up in ethyl acetate and washed using water, then brine. The organic layer was dried using sodium sulfate, filtered and concentrated in vacuo. The resulting oil was purified on silica gel using ethyl acetate and hexanes as eluent. Product 2-Bromo-5-((hexyloxy)methyl)-l,3- dimethoxybenzene (16, 0.378 g, 56percent yield) was isolated as a clear oil. LC-MS: tR=2.98 min; m/z+23=353.0, 355.0. 1H NMR (400 MHz, DMSO-d6) delta ppm 6.68 (s, 2 H) 4.43 (s, 2 H) 3.82 (s, 6 H) 3.42 (t, J=6.48 Hz, 2 H) 1.45 – 1.63 (m, 2 H) 1.16 – 1.40 (m, 6 H) 0.85 (t, J=1.00 (0438) Hz, 3 H).

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, 61367-62-2, 4-Bromo-3,5-dimethoxybenzyl alcohol.

Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; RUMINSKI, Peter, G.; MEYERS, Marvin, L.; HEIER, Richard, F.; RETTIG, Michael, P.; DIPERSIO, John; (139 pag.)WO2018/85552; (2018); 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. 20605-01-0, name is Diethyl 2,2-bis(hydroxymethyl)malonate, the common compound, a new synthetic route is introduced below. Formula: C9H16O6

General procedure: A solution of diethyl 2,2-bis(hydroxymethyl) malonate(12 mmol), 1 (10 mmol) and sulfonated carbon(1.0 g) were heated to reflux in a mixture of N,N-dimethylformamide(10 mL) and cyclohexane (6 mL)under stirring for 3 h. After cooling to room temperature,the solution was filtered and the solvent was removed in vacuo, the residue was dissolved in EtOAc (15 mL),washed with saturated brine (10 mL × 2) and water(10 mL×2), dried over anhydrous Na2SO4. The solventwas filtered and concentrated to give 2a-2d as colorless oil.

The synthetic route of 20605-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yuan, Lin; Li, Zhong Yan; Zhang, Min; Yuan, Xian You; Zhu, Xiao Qing; Journal of Nanoscience and Nanotechnology; vol. 17; 3; (2017); p. 2201 – 2205;,
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Application of 229027-89-8, Adding some certain compound to certain chemical reactions, such as: 229027-89-8, name is 2-Bromo-4-fluorobenzyl Alcohol,molecular formula is C7H6BrFO, 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 229027-89-8.

A mixture of (2-bromo-4-fluorophenyl)methanol (250g, 1.22 mol) and 3,4-dihydro-2H-pyran (205 g, 2.44 mol) is dissolved in DCM (2000 mL). To this solution is added pyridinium p-toluenesulfonate (15g, 0.06 mol). The resulting solution is stirred overnight at rt and then treated with saturated NaHC03. After extraction with EtOAc, the organic layer is washed with water and brine, dried, concentrated and purified by column chromatography over silica gel to provide the product of this step (281 g, yield 80%) as colorless oil.

According to the analysis of related databases, 229027-89-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; ANACOR PHARMACEUTICALS INC.; AKAMA, Tsutomu; JARNAGIN, Kurt; PLATTNER, Jacob J.; PULLEY, Shon Roland; WHITE, William Hunter; ZHANG, Yong-Kang; ZHOU, Yasheen; WO2014/149793; (2014); A1;,
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Synthetic Route of 7073-69-0, 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. 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

General procedure: Using diaryl acetylenesA 5-mL two-necked flask equipped with a stir bar was charged with [RhCl(cod)]2 (0.0125 mmol,6.16 mg), BINAP (0.0125 mmol, 7.78 mg), 1a-c (0.25 mmol), KI (0.25 mmol, 41.5 mg), and Na2CO3(1.0 mmol, 106.0 mg). The central neck of the flask was equipped with a reflux condenser havinga N2 gas-bag (2 L), which was connected by a three-way stopcock at its top, and a rubber septumwas inserted i n to the side neck. The flask was evacuated and backfilled with N2 (three times).Xylene (1.0 mL), 2a (0.75 mmol, 161.3 mg), and furfural (1.75 mmol, 168.2 mg), were then added.After degassing the reaction mixture three times by the freeze-pump-thaw method, the flask wasfilled with N2. The mixture was placed in an oil bath that had been preheated to 140 C for 20 h.After cooling to room temperature, the resulting solution was filtered through a pad of celite, andthe filtrate was concentrated in vacuo. The resulting crude product was purified by flash columnchromatography on silica-gel to afford 3aa-3ac.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7073-69-0, 2-(2-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Article; Furusawa, Takuma; Tanimoto, Hiroki; Nishiyama, Yasuhiro; Morimoto, Tsumoru; Kakiuchi, Kiyomi; Chemistry Letters; vol. 46; 7; (2017); p. 926 – 929;,
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Adding a certain compound to certain chemical reactions, such as: 186020-66-6, tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate, 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, 186020-66-6, blongs to alcohols-buliding-blocks compound. Quality Control of tert-Butyl 12-Hydroxy-4,7,10-trioxadodecanoate

Second Step tert-Butyl 3-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]propanoate tert-Butyl 3-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]propanoate (488 mg, 1.75 mmol) and triethylamine (532 mg, 5.26 mmol) were dissolved in dichloromethane (15 mL), and tosyl chloride (435 mg, 2.28 mmol) was added. After the mixture was stirred at room temperature for 17 hours, the reaction mixture was concentrated, and the resultant residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:2) to obtain the title compound (550 mg, 73%) as colorless clear oil. LCMS: m/z 450[M+H2O]+ HPLC retention time: 0.90 minutes (analysis condition SQD-FA05)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,186020-66-6, its application will become more common.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; OHTAKE, Yoshihito; OKAMOTO, Naoki; ONO, Yoshiyuki; KASHIWAGI, Hirotaka; KIMBARA, Atsushi; HARADA, Takeo; HORI, Nobuyuki; MURATA, Yoshihisa; TACHIBANA, Kazutaka; TANAKA, Shota; NOMURA, Kenichi; IDE, Mitsuaki; MIZUGUCHI, Eisaku; ICHIDA, Yasuhiro; OHTOMO, Shuichi; HORIBA, Naoshi; (310 pag.)US2016/2251; (2016); A1;,
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Reference of 2077-19-2 , The common heterocyclic compound, 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, 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.

[0001247] A mixture of 2-(4-bromophenyl)propan-2-ol (34 mg, 0.15 mmol), Compound 356A (75 mg, 0.15 mmol), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) (7 mg, 8.2 muiotaetaomicron), sodium carbonate (44 mg, 0.30 mmol), water (0.5 mL), and 1,4-dioxane (5 mL) was stirred under nitrogen atmosphere at 80 C for 2 h. After cooling, the reaction mixture was treated with water (5 mL), extracted with ethyl acetate (10 mL x 3), washed with brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 356. LC-MS (ESI) m/z: 563 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 1.42-1.75 (m, 6H), 1.79-1.86 (m, 4H), 2.74-2.81 (m, 4H), 2.96-3.04 (m, 2H), 4.24-4.31 (m, 6H), 5.05 (d, J= 2.4 Hz, 1H), 6.70-6.76 (m, 2H), 7.39 (d, J= 8.8 Hz, 1H), 7.75-7.64 (m, 5H), 7.68 (d, J= 9.2 Hz, 2H), 8.31 (d, J= 8.8 Hz, 2H).

The synthetic route of 2077-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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