Esters-buliding-blocks

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 91-44-1 as follows. Formula: C14H17NO2

To a 25 mL reaction tube, add Na2CO3 (63.6 mg, 0.60 mmol), 69.4 mg (0.30 mmol, 1 equivalent) of compound C-2,After replacing with argon three times, 1 mL of acetone (Acetone) + 1 mL of N, N-methylformamide (DMF) was added.After injecting 155 muL (0.90 mmol) of compound E-2 and stirring for 24 hours under blue light irradiation, compound H-4 was obtained with a yield of 82%.

According to the analysis of related databases, 91-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zunyi Medical University; He Chunyang; Mao Ting; Zhao Liang; Li Xiaofei; (13 pag.)CN110642831; (2020); A;,
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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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Ethyl 2-(4-bromophenyl)acetate

Example 13A Ethyl 2-(4-bromophenyl)-2-methylpropanoate 2.0 g (8.2 mmol) of ethyl (4-bromophenyl)acetate were dissolved in 50 ml of DMF, and 0.7 g (18 mmol) of sodium hydride in mineral oil (60%) were added at RT. The mixture was stirred at RT for 30 minutes, after which 2.9 g (20.6 mmol) of iodomethane were added. The mixture was then stirred at RT overnight. The mixture was diluted with ethyl acetate and extracted first with water and then with saturated sodium chloride solution. The organic phase was separated off, dried over magnesium sulphate and filtered, and the filtrate was concentrated. The residue was purified by preparative HPLC [Reprosil C18, 10 mum, 250 mm*40 mm (30% methanol/70% water to 100% methanol) over a run time of 25 min]. After HPLC control, the product-containing fractions were combined and concentrated. This gave 1.75 g (78% of theory) of an oil. GC-MS [Method 5]: Rt=5.10 min; MS(ESIpos): m/z=270/272 (M+) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.11 (t, 3H), 1.48 (s, 6H), 4.06 (q, 2H), 7.24-7.29 (m, 2H), 7.50-7.54 (m, 2H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 14062-25-0.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECKER-PELSTER, Eva Maria; BUCHGRABER, Philipp; BUCHMUeLLER, Anja; ENGEL, Karen; GNOTH, Mark Jean; HIMMEL, Herbert; KAST, Raimund; KELDENICH, Joerg; KLAR, Juergen; KNORR, Andreas; LANG, Dieter; LINDNER, Niels; SCHMECK, Carsten; SCHOHE-LOOP, Rudolf; TINEL, Hanna; TRUeBEL, Hubert; WUNDER, Frank; (97 pag.)US2016/318866; (2016); 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. 29263-94-3, name is Diethyl 2-bromo-2-methylmalonate, A new synthetic method of this compound is introduced below., Product Details of 29263-94-3

A mixture of diethyl 2-bromo-2-methylmalonate (1 equiv.), malononitrile (1 equiv.) and potassium t-butoxide (1 equiv.) in THF was heated to reflux for 15 h. The mixture was diluted with ethyl acetate and saturated aqueous ammonium chloride solution and the phases were separated. The aqueous phase was extracted twice with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give an oil. The oil was purified by silica gel chromatography (10-15%) ethyl acetate in hexane gradient) to give diethyl 2-(dicyanomethyl)-2-methylmalonate (5.76 g, 32 %> yield) as a colorless oil. 1H NMR (500 MHz, CDC13) delta ppm 4.53 (s, 1 H), 4.27 – 4.39 (m, 4 H), 1.81 (s, 3 H), 1.33 (t, 6 H).

The synthetic route of 29263-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRONWOOD PHARMACEUTICALS, INC.; BARDEN, Timothy Claude; SHEPPECK, James Edward; RENNIE, Glen Robert; RENHOWE, Paul Allan; PERL, Nicholas; NAKAI, Takashi; MERMERIAN, Ara; LEE, Thomas Wai-Ho; JUNG, Joon; JIA, James; IYER, Karthik; IYENGAR, Rajesh R.; IM, G-Yoon Jamie; (293 pag.)WO2016/44447; (2016); A1;,
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Electric Literature of 454-31-9, These common heterocyclic compound, 454-31-9, name is Ethyl 2,2-difluoroacetate, 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.

Step 2: Preparation of 4,4-difluoro-1-(3-fluoro-4-methoxyphenyl)-butane-1,3-dione Ethyl difluoroacetate (4.06 g, 32.7 mmol) was dissolved in methyl tert-butyl ether (50 mL). To the stirred solution was added 25 weight % sodium methoxide (7.07 g, 32.7 mmol) followed by 3′-fluoro-4′-methoxyacetophenone from Step 1 (5.0 g, 29.7 mmol). After stirring for 16 hours, 1N HCl (50 mL) was added. The organic layer was collected and washed with water (2*50 mL), dried over anhydrous MgSO4, filtered, and added to hexanes to precipitate a tan solid (7.0 g, 96%): mp 70-72 C.

The synthetic route of 454-31-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US6407140; (2002); B1;,
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Synthetic Route of 73368-41-9, 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. 73368-41-9, name is Ethyl 4-amino-3-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(R)-ethyl 4-((8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2- yl)amino)-3-methoxybenzoate (i?)-2-chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (88.4 mg, 0.30 mmol, 1 eq), ethyl 4-amino-3-methoxybenzoate (70.3 mg, 0.36 mmol, 1.2 eq), Pd2dba3 (13.7 mg, 0.015 mmol, 5 mol%), XPhos (21.5 mg, 0.045 mmol, 15 mol%) and K2C03 (166 mg, 1.2 mmol, 4 eq) were dissolved in tBuOH (3 mL, 0.1 M) and heated to 100 C for 20 hours. The mixture was filtered through celite, washed with DCM and condensed. Purification by column chromatography (ISCO, 4 g silica column, 0-100% EtOAc/hexanes, 12 minute gradient) gave the desired product as a dark yellow oil (119 mg, 0.262 mmol, 87%). 1H NMR (400 MHz, Chloroform-;/) delta 8.57 (d, J= 8.5 Hz, 1H), 7.68 (tt, J = 4.2, 2.1 Hz, 3H), 7.53 (d, J= 1.4 Hz, 1H), 4.50 (q, J= 7.4 Hz, 1H), 4.36 (qd, J= 7.1, 1.2 Hz, 2H), 4.22 (dd, J= 7.8, 3.6 Hz, 1H), 3.96 (d, J= 1.2 Hz, 3H), 3.32 (d, J= 1.3 Hz, 3H), 2.22 – 2.10 (m, 1H), 2.04 – 1.96 (m, 1H), 1.89 – 1.78 (m, 4H), 1.70 (dq, J= 14.2, 8.2, 7.4 Hz, 4H), 1.39 (td, J= 7.1, 1.2 Hz, 3H), 0.91 – 0.82 (m, 3H). LCMS 453.80 (M+H).

The synthetic route of Ethyl 4-amino-3-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James, E.; GRAY, Nathanael; QI, Jun; MCKEOWN, Michael, R.; BUCKLEY, Dennis; WO2015/117055; (2015); 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. 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, A new synthetic method of this compound is introduced below., Product Details of 609-12-1

Example 53N-Hydroxy-2-(4-methoxy-benzenesulfonyl)-3-methyl-butyramide 2-(4-Methoxy-phenylsulfanyl)-3-methyl-butyric acid ethyl ester was prepared according to the general method as outlined in Example 1. Starting from ethyl 2-bromo-3-methyl-butanoate (20.9 g, 100 mmol) and 4-methoxybenzenethiol (14.0 g, 100 mmol), 30 g of 2-(4-methoxy-phenylsulfanyl)-3-methyl-butyric acid ethyl ester was isolated. Yield 99%; Light yellow oil; MS: 269 (M+H)+.

The synthetic route of 609-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth Holdings Corporation; EP970046; (2003); B1;,
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Reference of 3618-04-0, 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 3618-04-0 as follows.

Step A: ethyl 4-(5 -bromopyridin-2-yloxy)cycl ohexanecarboxylateTo a solution of 5-bromo-2-hydroxypyridine (1.0 g, 5.747 mmol) and ethyl 4- hydroxycyclohexanecarboxylate (0.99 g, 5.75 mmol) in THF (50 mL) was added PPh3 (2.4 g,9.15 mmol) and DIAD (1.8 mL, 9.14 mmol). The reaction mixture was stirred at RT for 17 h.The solution was then concentrated and purified by silica gel column chromatography with anISCO system to yield ethyl 4-(5-bromopyridin-2-yloxy)cyclohexanecarboxylate as a colorless oil.

According to the analysis of related databases, 3618-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TING, Pauline, C.; ASLANIAN, Robert; CAO, Jianhua; KIM, David; ZORN, Nicolas; WO2012/24179; (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. 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H10O3

10450] Step 1: To a nitrogen flushed vessel containing NaR (82 mg, 3.4 mmol), THF (6 mE) was added followed by the dropwise addition of methyl 3-hydroxycyclobutanecarboxy- late (0.360 mE, 3.4 mmol). The resulting suspension was allowed to stir at 0 C. for 35 mm. and then at RT for 45 mm. In a separate round bottom flask flushed with nitrogen, diisopropylamine (0.5 60 mE, 4 mmol) in THF (5 mE) was cooled to -78 C. before n-l3uEi (2.0 M in hexanes, 2 mE, 4 mmol) was added dropwise over 5 mm. The resulting solution wasallowed to stir at -78 C. for 30 mm. and then at 0 C. for 30 mm. The EDA thus generated was then added dropwise to the sodium alkoxide suspension at -78 C. Finally, ethyl iodide (0.320 mE, 4 mmol) was added and stirred at 0 C. for 15 mm and then at RT for 2.5 h. The crude mixture was quenched with sat. NH4C1 and extracted in ether. The combined organics were then washed further with brine, dried over Na2504, filtered and the filtrate concentrated in vacuo. Purification by way of column chromatography (5i02, 0-50% EtOAc/hexanes) afforded methyl 1 -ethyl-3-hydroxycyclobutanecar- boxylate. (277 mg, 51% yield).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4934-99-0.

Reference:
Patent; NOVIRA THERAPEUTICS, INC.; Chen, Austin; Bravo, Yalda; Stock, Nicholas; Pedram, Bijan; Jacintho, Jason; Clark, Ryan C.; (76 pag.)US2016/151375; (2016); A1;,
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Electric Literature of 175278-29-2,Some common heterocyclic compound, 175278-29-2, name is Methyl 5-fluoro-2-methylbenzoate, molecular formula is C9H9FO2, 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.

General procedure: A mixture of methyl 3-bromo-2-methylbenzoate (500 mg, 3.3 mmol), NBS (770.4 mg, 4.3 mmol), and di-benzoyl peroxide (BPO, 80.7 mg, 0.3 mmol) in 1,2-dichloroethane (10 mL) was heated at 80 C for 12 h. The reaction mixture was cooled to room temperature, and the precipitated solid was removed by filtration and washed with ethers (10 mL). The filtrate was concentrated in vacuo and the residue was partitioned between 2 N NaHCO3 (15 mL) and ethers (15 mL). The organic layer was separated, dried over NaSO4, filtered and concentrated to give a crude product (683.2 mg, 89.6%), which was used in the next step reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-fluoro-2-methylbenzoate, its application will become more common.

Reference:
Article; Li, Qing; Meng, Liuwei; Zhou, Siru; Deng, Xiaoyan; Wang, Na; Ji, Yi; Peng, Yichun; Xing, Junhao; Yao, Gongmei; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 509 – 523;,
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Electric Literature of 15448-76-7,Some common heterocyclic compound, 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, molecular formula is C11H16O4, 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 dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate (2.00 g, 9.44 mmol, as prepared in Aust. J. Chem., 1985, 38, 1705-18) in MeOH (47 mL) was added KOH (0.475 g, 8.46 mmol) and water (2.5 mL). The reaction was stirred at reflux for about 16 h and then cooled to room temperature and concentrated to dryness under reduced pressure. Water (25 mL) was added to the remaining residue and the mixture was extracted with Et2O (2¡Á25 mL). The aqueous layer was acidified to about pH 4 using aqueous 6 N HCl and was extracted with DCM (3¡Á20 mL). The combined DCM extracts were dried over anhydrous MgSO4, filtered, and concentrated to provide 4-(methoxycarbonyl)bicyclo[2.2.1]heptane-1-carboxylic acid as an off-white solid (1.19 g, 71%): 1H NMR (400 MHz, DMSO-d6) delta 12.19 (s, 1H), 3.61 (s, 3H), 1.92 (d, J=6.6 Hz, 4H), 1.76 (s, 2H), 1.65-1.54 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; US2009/312338; (2009); A1;,
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