Day: April 15, 2022

Reference of 1060814-91-6, 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. 1060814-91-6, name is Ethyl 2-(4-bromopyridin-2-yl)acetate, molecular formula is C9H10BrNO2, 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.

To a solution of ethyl 2-(4-bromo-2-pyridyl)acetate (1.20 g, 4.92 mmol) in THF (15 mL) and water (10 mL) was added LiOH (471 mg, 19.6 mmol). The mixture was stirred at 15 C for 16 hours. On completion, the reaction mixture was concentrated in vacuo to remove the THF. The residue was acidified with 1 M hydrochloric acid to adjust the pH 1H NMR (400MHz, DMSO-d6) delta = 12.56 (br. s., 1H), 8.39 (d, J = 5.2 Hz, 1H), 7.67 (d, J = 1.6 Hz, 1H), 7.57 (dd, J = 1.6, 5.2 Hz, 1H), 3.77 (s, 2H). Step 3 – Ethyl 2-[[2-(4-bromo-2-pyridyl)acetyl]amino]-2-methyl-propanoate

According to the analysis of related databases, 1060814-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, 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: 103058-87-3, blongs to pyridine-derivatives compound. Recommanded Product: 103058-87-3

Example 217A 5-cyclopropyl-2-methoxynicotinaldehyde 5-Bromo-2-methoxynicotinaldehyde (4 gg, 18.52 mmol) in 1,4-dioxane (40 mL) was degassed with nitrogen for 5 minutes, and cyclopropylboronic acid (2.39 g, 27.78 mmol), cesium fluoride (7.84 g, 51.0 mmol) and PdCl2dppf ([1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), 0.756 g, 0.926 mmol) were added. The mixture was degassed again with nitrogen and heated to 100 C. under nitrogen for 2 hours. The mixture was cooled to room temperature and ethyl acetate (50 mL) was added. The mixture was stirred for 5 minutes, filtered over a pad of silica gel, washed with ethyl acetate/heptane (1:1), concentrated and purified via flash chromatography (0 to 20% methyl tert-butyl ether in heptane) to provide the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 10.18 (s, 1H), 8.26 (d, J=2.7 Hz, 1H), 7.67 (d, J=2.7 Hz, 1H), 3.94 (s, 3H), 1.95 (tt, J=8.4, 5.0 Hz, 1H), 0.99-0.90 (m, 2H), 0.70-0.63 (m, 2H); MS (ESI+) m/z 178 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (247 pag.)US2018/99932; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 27652-89-7, name is (4-Chlorophenyl)(pyridin-2-yl)methanol, the common compound, a new synthetic route is introduced below. COA of Formula: C12H10ClNO

To a stirred solution of (4-chlorophenyl) (pyridin-2-yl) methanol (5 g, 22.83 mmol) in CH2C12 (85 mL) under argon atmosphere was added pyridinium chlorochromate (5.9 g, 27.37 mmol, 1.2 equiv) and celite (5 g) at 0 C. The reaction mixture was warmed to room temperature and stirred for 2 h. After completion of the reaction, the reaction mixture was filtered through celite, washed with CH2C12 and the filtrate was concentrated under reducedpressure. Purification using silica gel column chromatography (20% EtOAc Hexanes as eluent) afforded 3.5 g of (4-chlorophenyl) (pyridin-2-yl) methanone (Yield = 7 1%). ESI + MS: m/z 218 ([M + Hj).

The synthetic route of 27652-89-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOLSON, Edward; WAGNER, Florence, Fevrier; WEIWER, Michel; SCOLNICK, Edward; PALMER, Michelle; LEWIS, Michael; PAN, Jennifer, Q.; ZHANG, Yan-Ling; XU, Qihong; (323 pag.)WO2016/100823; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, 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, 6318-51-0, blongs to pyridine-derivatives compound. Application In Synthesis of (4-Chlorophenyl)(pyridin-2-yl)methanone

(1) The chiral ligand L2 (17.3 mg, 0.025 mmol), metal complex [Ir(COD)Cl] 2 (8.0 g,0.012 mmol) was added to the reaction flask, methanol (1.5 mL) was added under an argon atmosphere, and the reaction was stirred at 25 C for 0.5 h to obtain a catalyst.(2) (4-Chlorophenyl)(pyridin-2-yl)methanone (52.2 g, 0.24 mol) was added to the autoclave, and the catalyst prepared in the step (1) was directly added, lithium t-butoxide (0.96 g). , 12mmol), methanol (100mL), charged with H2 (3.0MPa), reacted at 40 C for 12h, after the reaction is completed, the reaction solution is concentrated under reduced pressure to recover the organic solvent, then add appropriate amount of water, extracted with ethyl acetate, the liquid is The organic phase and the aqueous phase are dried and de-solubilized to obtain (S)-(4-chlorophenyl)(pyridin-2-yl)methanol (50.5 g,0.23 mol), yield: 96%, HPLC purity 98%, ee value 99.9%.The 1H NMR spectrum and the 13C NMR spectrum of (S)-(4-chlorophenyl)(pyridin-2-yl)methanol prepared in this example are shown in Fig. 1 and Fig. 2, respectively, from Fig. 1 and Fig. 2 The resulting (S)-(4-chlorophenyl)(pyridin-2-yl)methanol product can be determined. Racemic compound (4-chlorophenyl)(pyridin-2-yl)methanol and (S)-(4-chlorophenyl) prepared in Example 10The HPLC analysis spectra of the (pyridin-2-yl)methanol product are shown in Figures 3 and 4, respectively.Comparing Fig. 3 and Fig. 4, it can be seen that the two racemates of (4-chlorophenyl)(pyridin-2-yl)methanol have different peak times in the HPLC analysis spectrum.It was confirmed that the final preparation of Example 10 was (S)-(4-chlorophenyl)(pyridin-2-yl)methanol, and the product was highly pure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6318-51-0, its application will become more common.

Reference:
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (17 pag.)CN109879800; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 175204-80-5, 3-Amino-4-(trifluoromethyl)pyridine, 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, 175204-80-5, blongs to pyridine-derivatives compound. Computed Properties of C6H5F3N2

The 3-amino-4-trifluoromethylbenzoate methylpyridinio (5g, 30.8mmol) was added to the 50% sulfuric acid (50 ml) at -5 C dropped in NaNO 2 (2.55g, 37 . 0mmol) aqueous solution (10 ml). Transfer to is omitted the reaction at room temperature 30 minutes, then to the reaction system by adding concentrated sulfuric acid (25 ml), heating to 110 C to continue reaction 2 hours. After the reaction, using NaHCO 3 adjusting pH to 6-7, then extracted with ethyl acetate (3×100 ml), the organic phase is dried with anhydrous sodium sulfate, filtered, concentrated, to obtain the title compound (4.8g, yield 95.4%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175204-80-5, its application will become more common.

Reference:
Patent; Shandong Xuan Bamboo Pharmaceutical Technology Co., Ltd.; Wu, Yong qian; (49 pag.)CN105461714; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16727-47-2, 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 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation of 25-2 To a stirred solution of 24-2 (455mg, 1.22 mmol) in toluene was added 25-1 (100 mg, 860.86 mumol) and K3PO4.H2O (494 mg, 215 mumol) and the resulting mixture was degassed with Argon for 10 minutes. To this were added CuI (0.05 mg, 0.26 mumol) and trans-N,N?- dimethylcyclohexane-1,2-diamine (17 mg, 120 mumol) and heated to 100C for 16 hours to produce 25-2. Reaction mixture was cooled to room temperature and filtered through a short bed of celite. The filtrate was diluted with Ethyl acetate, washed with water and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. Crude mass was purified doing column chromatography (silica, gradient: 0-20% Ethyl acetate in Hexane) to afford 25-2 (200 mg, 514 mumol, 60%) as sticky off-white solid. LC MS: ES+ 390.2.

According to the analysis of related databases, 16727-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1235036-15-3, 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.1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate, molecular formula is C10H11BrClNO2, molecular weight is 292.56, as common compound, the synthetic route is as follows.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (3.06 g) in tetrahydrofuran (50 mL) and water (20 mL) was added Example 1.14.1 (4.45 g), 1,3,5,7-tetramethyl-8-tetradecyl-2,4,6-trioxa-8-phosphaadamantane (0.732 g), Pd2(dba)3 (0.479 g), and K3PO4 (11 g). The mixture was stirred at reflux overnight and concentrated. The residue was dissolved in ethyl acetate (500 mL) and washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 20-40% ethyl acetate in dichloromethane, to provide the title compound. MS (ESI) m/e 530.23 (M+H)+.

Statistics shows that 1235036-15-3 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54718-39-7, 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.54718-39-7, name is 2,5,6-Trichloronicotinic acid, molecular formula is C6H2Cl3NO2, molecular weight is 226.4446, as common compound, the synthetic route is as follows.

1,1′-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6-trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif., USA) in THF (400 mL), allowing gas evolution to cease between additions. The resulting mixture was stirred for 5 min and then was degassed with house vacuum and flushed with nitrogen (*2). The resulting mixture was heated to 50 C. for 60 min, then diluted with toluene (100 mL) and concentrated to half volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mL, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 min at room temperature, diluted with EtOAc (200 mL) and washed with water (3*100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was suspended in 9:1 heptane/EtOAc (300 mL) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloronicotinamide (Intermediate P, 46.2 g, 92% yield).

Statistics shows that 54718-39-7 is playing an increasingly important role. we look forward to future research findings about 2,5,6-Trichloronicotinic acid.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

a, under the protection of nitrogen,(0.194 mmol) of [Ir(COD)Cl] 2 (1,5-cyclooctadiene ruthenium chloride dimer) was sequentially added to the reaction flask,R-(+)-1,1′-binaphthyl-2,2′-diphenylphosphine (0.192 mmol), 150 ml of toluene, stirred at room temperature for 20 min, then added potassium iodide 20.59 g (0.0962 mol) and3-Chloro-4-methylpyrene 12.27g (0.0962mol), the reaction flask was placed in a stainless steel autoclave, replaced with hydrogen three times, and finally rushed to the required hydrogen pressure of 600 psi, reacted at room temperature for 12 h, slowly Release hydrogen, dilute the reaction system with 150 mL of dichloromethane, add 150 mL of saturated sodium carbonateThe solution was stirred for 15 min, the organic layer was separated, and then aqueous layer was extracted with dichloromethane (3×150mL). The organic layer was combined and dried over Na2SO4 to remove solvent to give compound III 17.89 g, yield 99.2%, HPLC purity 99.96%. The ee value is 95%.

According to the analysis of related databases, 72093-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Zhibin; Qin Lili; Li Xuanxuan; (9 pag.)CN108794491; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 728034-12-6, 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. 728034-12-6, name is 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde. A new synthetic method of this compound is introduced below.

EXAMPLE 1; Preparation of 4-(3-methylphenyl)aminopyridine-sulfonamide; 2L three-neck flask, equipped with a mechanical stirrer, thermometer and condenser, was charged with water (500 ml) and 4-chloro-3- pyridinesulfonamide hydrochloride (100g, 0.44 mol). To this suspension was added m-toluidine (49.2 ml, 0.46 mol) at room temperature. The reaction mixture was heated to 90C for a minimum period of 3 h. The progress of the reaction was followed by HPLC. After completion, the mixture was cooled to room temperature. The pH of the reaction was then adjusted carefully to pH 7-8 with sat. NaHC03 (ca. 1.1 l). The product was precipitated out and isolated by vacuum filtration as beige solid (126.2 g wet weight). The product was then dissolved in MeOH (1.0 l) at room temperature and charged with Darco KB (25g). The solution was refluxed for 0.5 h and then filtered through a patch of celite to remove Darco KB, while still hot, and rinsed with hot MeOH (200 ML). The filtrate was then charged with water (1.2 l) and stirred for a minimum of 1 h at room temperature. The product, which had precipitated out, was isolated by vacuum filtration to obtain a solid 106.3 g (92% wet weight =>99.8% purity a/a). 1H NMR (d6-DMSO) ; 2.30 (s, 3H), 7.00-7. 15 (m. 5H), 7.32 (m, 1H), 7.75 (brs, 1.5H), 8.05 (brs, 0.5H), 8.25 (d, 1H), 8.68 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,728034-12-6, 1H-Pyrrolo[2,3-b]pyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; TORCAN CHEMICAL LTD.; WO2004/89904; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem