Simple exploration of Imidazo[1,2-a]pyridine-2-carboxylic acid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64951-08-2, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid, 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, 64951-08-2, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To a solution of carboxylic acid (1.1 g, 7 mmol) in dry DCM (10 mL) at 0C under nitrogen was added B (1.5 mg, 7 mmol), Et3N (2.1 g, 21 mmol), EDCI (4.7 g, 23.8 mmol), HOBt (2.8 g, 21 mmol) and DMAP (150 mg, catalytic). Reaction mixture was stirred at 25C for 2-12 h, monitored by TLC. Mixture was poured into cold water (10 ml) and extracted with DCM (20ml), washed with water and brine, then dried and concentrated. Crude material was purified by column chromatography (silica gel, EtOAc_PE=l :2) to give C (751 mg, 30%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64951-08-2, its application will become more common.

Reference:
Patent; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; THE GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT, INC.; CHATTERJEE, Arnab, K.; WANG, Feng; SCHULTZ, Peter, G.; XU, Chunping; AJAYI, Kehinde; WANG, Jianing; HALDER, Rajkumar; KUMAR, Puneet; YANG, Baiyuan; LIU, Renhe; CHENG, Bo; KANEKO, Takushi; WO2014/190199; (2014); A1;,
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Share a compound : 934279-60-4

The synthetic route of 934279-60-4 has been constantly updated, and we look forward to future research findings.

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. 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 934279-60-4

To a solution of 2-chloro-5- (trifluoromethyl)nicotinaldehyde (272 mg, 1.30 mmol) in THF (2 ml) was added methylmagnesium bromide (0.865 ml, 2.60 mmol). The reaction was stirred at 20 C for 1hour, then quenched with water (10 mL) and extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine (30 mL), dried (Na2SO4), filtered. The filtrate was evaporated under reduced pressure to give the title compound, which was used+directly in the next step without purification. MS(ESI) m/z: 226.0 [M+Hj H NMR(400MHz, CDC13): oe = 8.56 (br. s., 1H), 8.23 (s, 1H), 5.31 – 5.22 (m, 1H), 1.54 (d, J 6.4Hz, 3H)

The synthetic route of 934279-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; CHOBANIAN, Harry, R.; HE, Shuwen; HAO, Jinsong; PIO, Barbara; GUO, Yan; XIAO, Dong; (213 pag.)WO2018/118670; (2018); A1;,
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Introduction of a new synthetic route about 56946-65-7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56946-65-7, its application will become more common.

Application of 56946-65-7 ,Some common heterocyclic compound, 56946-65-7, molecular formula is C8H7Cl2N, 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 250-mL round bottomed flask was charged with 2,4-dichloro-6,7-dihydro-5H- cyclopenta[Z?]pyridine (1.05 g, 5.58 mmol), 3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)cyclopent-2-enone (1.27 g, 6.14 mmol), tetrakis(triphenylphosphine)palladium(0) (0.322 g, 0.28 mmol), and Cs2C03 (5.45 g, 16.7 mmol). Toluene (30 ml), EtOH (7.5 ml) and water (15 ml) were added. The resulting mixture was stirred under argon at 90 C for 18 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL), hexanes (50 mL) and water (25 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 100 mL). The combined organic extract was washed with saturated sodium chloride (2 x 20 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by chromatography on silica using hexane/ethyl acetate (10:0 to 0: 10) as eluent to afford the title compound (0.305 g, 23%) as a yellow solid. MW = 233.69. ]H NMR (CDC13, 500 MHz) delta 7.41 (s, 1H), 6.79 (t, 7 = 2.0 Hz, 1H), 3.13 (t, 7 = 7.5 Hz, 2H), 3.10-3.06 (m, 2H), 3.04 (t, 7 = 7.5 Hz, 2H), 2.62-2.58 (m, 2H), 2.20 (quin, 7 = 7.5 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56946-65-7, its application will become more common.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
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Analyzing the synthesis route of 116241-61-3

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, 116241-61-3, 2-Fluoro-6-methoxypyridine.

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. 116241-61-3, name is 2-Fluoro-6-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Fluoro-6-methoxypyridine

A Schlenk flask with a stir bar was charged with NaOMe (4.7g, 87mmol) and sealed with a rubber septum, and THF (200mL) was added via cannula. Under N2(g) atmosphere, 2,6-difluoropyridine (5.0g, 43mmol) was added dropwise to the stirring solution via syringe to form 2-(methoxy)-6-fluoropyridine. This reaction was stirred overnight (approximately 12h) then THF was removed under reduced pressure. The flask containing crude product was evacuated and under positive N2(g), approximately 100mL of DMF was added, followed by the addition of imidazole (3.575g, 52.5mmol) and NaH (1.9g, 160mmol) at 0C. The flask was allowed to warm to room temperature and with positive nitrogen flow, a reflux condenser was attached and the flask was heated to 80C overnight with stirring. The reaction flask was cooled to room temperature, the DMF was removed from the mixture via rotary evaporator, and the remaining reaction mixture was transferred to a separatory funnel with 25mL CH2Cl2. The organic phase was washed with water (25mL x 3), dried over MgSO4, filtered, and the filtrate was concentrated to dryness via rotary evaporator. The crude Im-pyOMe was dissolved in 200mL of DMF and ethyl bromide (5.2g, 48mmol) was added dropwise with stirring. Under positive pressure of N2(g), a reflux condenser was attached and the flask was heated to 120C overnight. The reaction flask was cooled to room temperature and the red oily product was obtained after solvent removal. Upon column chromatography purification with 90:10 ratio of MeOH: CH2Cl2, 42% (5.233g, 18.4mmol) of product was obtained. 1H NMR (360MHz, CDCl3, ppm): delta 11.60 (s, 1H), 8.16 (t, 1H, Im, 3JHH=1.8Hz), 7.88 (t, 1H, py, 3JHH=8.0Hz), 7.46 (t, 1H, Im, 3JHH=1.8Hz), 7.93 (d, 1H, py, 3JHH=8.1Hz), 6.86 (d, 1H, py, 3JHH=8.1Hz), 4.67 (q, 2H, CH2CH3, 3JHH=7.4Hz), 1.73 (t, 3H, CH2CH3, 3JHH=7.4Hz), 4.03 (s, 3H, OCH3). 13C NMR (125.76MHz, CDCl3, ppm): delta 164.26 (py), 144.11 (py), 142.64 (py), 135.10 (im), 123.12 (im), 119.50 (im), 112.35 (py), 106.58 (py), 54.91 (OMe), 46.51 (NCH2CH3 of cationic imidazolium), 16.25 (NCH2CH3 of cationic imidazolium). EI-MS (EI+): m/z 176.1 (Im-pyOMe)+.

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, 116241-61-3, 2-Fluoro-6-methoxypyridine.

Reference:
Article; Gerlach, Deidra L.; Siek, Sopheavy; Burks, Dalton B.; Tesh, Jamie M.; Thompson, Courtney R.; Vasquez, Robert M.; White, Nicholas J.; Zeller, Matthias; Grotjahn, Douglas B.; Papish, Elizabeth T.; Inorganica Chimica Acta; vol. 466; (2017); p. 442 – 450;,
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Sources of common compounds: 153034-88-9

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 153034-88-9, 2-Chloro-4-iodo-3-methylpyridine.

Synthetic Route of 153034-88-9, 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 153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 2-chloro-4-iodo-3-methyl-pyridine (1.25 g, 4.88 mmol), acetic anhydride (2.31 mL, 24.5 mmol), lithium chloride (1.03 g, 24.2 mmol), Pd2(dba)3 (90 mg, 0.1 mmol), Hnig’s base (1.71 mL, 9.8 mmol) in DMF is heated at 160 0C in the microwave for 20 min. The reaction is partitioned between EtOAc and saturated NaHCOs(aq). The organics layer was collected and washed with brine, dried over Na2SO4 and stripped down in vacuo. The crude product is purified by silica column chromatography eluting with 20% EtOAc: Hexanes giving l-(2-chloro-3-methyl-pyridin-4-yl)-ethanone (408 mg, 2.41 mmol) as a clear oil. 1H NMR (400 MHz, CDCl3) delta 2.46 (s, 3H), 2.59 (s, 3H), 7.28 (d, IH), 8.36 (d, IH); MS m/z 170.2 (M + 1).

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 153034-88-9, 2-Chloro-4-iodo-3-methylpyridine.

Reference:
Patent; NOVARTIS AG; WO2008/79933; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 160590-36-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,160590-36-3, 2-Methoxy-3-nitro-4-methylpyridine, and friends who are interested can also refer to it.

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.160590-36-3, name is 2-Methoxy-3-nitro-4-methylpyridine, molecular formula is C7H8N2O3, molecular weight is 168.15, as common compound, the synthetic route is as follows.Formula: C7H8N2O3

Sodium acetate (365 g, 5.37 mol) was added to a stirred solution of 2-methoxy-4-methyl-3- nitropyridine (250 g, 1.49 mol) in acetic acid (1.5 L) at ambient temperature and then Br2 (639 g, 4.00 mol) was added dropwise (30 min). After addition, the mixture was heated at 80 C for 12 h, at which time TLC indicated the reaction had gone to completion. The mixture was cooled (0 C) and quenched by sequential addition of 10% aqueous (1.5 L) and saturated aqueous Na2S03 (1.5 L). The resulting solid was collected by filtration washed with water, and dried under reduced pressure to give the title compound (302 g, 82.2% yield) as a light yellow solid. 1H NMR (400 MHz, DMSO-t 6): delta 8.25 (s, 1 H), 3.94 (s, 3 H), 2.29 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,160590-36-3, 2-Methoxy-3-nitro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; BELLON, Steven, F.; BURDICK, Daniel, J.; COTE, Alexandre; CRAWFORD, Terry; DAKIN, Les, A.; HSIAO-WEI TSUI, Vickie; HEWITT, Michael, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F., Anthony; TANG, Yong; TAYLOR, Alexander, M.; WANG, Shumei; (251 pag.)WO2016/77375; (2016); A1;,
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Extended knowledge of 886365-46-4

According to the analysis of related databases, 886365-46-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 886365-46-4, 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 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 5-chloro-3-methylpicolinamide The title compound was synthesized according to Method AA starting from 5-chloro-3-methylpicolinic acid (intermediate 6). MS m/z=171.1 [M+H]+. Calculated for C7H7ClN2O: 170

According to the analysis of related databases, 886365-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
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Introduction of a new synthetic route about 1256805-54-5

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1256805-54-5, Adding some certain compound to certain chemical reactions, such as: 1256805-54-5, name is 6-Chloro-4-methoxypyridin-3-amine,molecular formula is C6H7ClN2O, 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 1256805-54-5.

To a mixture of 6-chloro-4-methoxypyridin-3-amine (0.50 g, 3.1 mmol) andpotassium isothiocyanate (0.61 g, 6.3 mmol) in acetic acid (5 mL) at room temperature wasadded bromine (0.18 mL, 3.4 mmol) in acetic acid (2 mL) over 30 mm. The mixture wasstirred at room temperature for 16 h before additional potassium isothiocyanate (0.61 g, 6.3 mmol) and acetic acid (1 mL) were added. The mixture was stirred at room temperature for 24 h. To the mixture was added water (100 mL) and the mixture was stirred for 2 h. The insoluble material was collected by suction filtration and the filter cake was suspended in water (100 mL) and stirred for 2 h. The solid was collected by suction filtration and driedunder vacuum at 50 C to give 5-chloro-7-methoxythiazolo[5,4-bjpyridin-2-amine (0.70 g,3.1 mmol, 100% yield) as atan solid. MS (ESI)m/z: 215.9 [M+Hf 1H NMR (500 MI-Tz, DMSO-d6) oe 7.74 (br s, 2H), 7.02 (s, 1H), 3.94 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CARPENTER, Joseph E.; BROEKEMA, Matthias; FENG, Jianxin; LIU, Chunjian C.; WANG, Wei; WANG, Ying; (244 pag.)WO2019/89670; (2019); A1;,
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New learning discoveries about 5453-67-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5453-67-8, Dimethyl pyridine-2,6-dicarboxylate, and friends who are interested can also refer to it.

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.5453-67-8, name is Dimethyl pyridine-2,6-dicarboxylate, molecular formula is C9H9NO4, molecular weight is 195.17, as common compound, the synthetic route is as follows.Application In Synthesis of Dimethyl pyridine-2,6-dicarboxylate

A solution of compound 6 (9.75 g, 50 mmol) in absolute ethanol (40 ml)and stirred in an ice bath as 7.8 g (4 eq.) of sodium borohydride wasadded in portion over 15 minutes, and the mixture was stirred at 0 for1 hour. The ice bath was removed and stirred at room temperature for 2hours, after which it was heated at reflux on a steam bath for 10 hours.The solvent was distilled in vacuo, the residue was mixed with 40 mL ofacetone, and heated on a steam bath for 1 h, and the solvent was distilledin vacuo. The residue was mixed with 40 mL of aqueous potassiumcarbonate and heated on a steam bath for 1 h, the solvent was distilledin vacuo, and the residue was dissolved in 100 mL of water. The aqueous solution was extracted continuously with CHCl3 for 10h to give 6 g (87%)of compound 7. 1H NMR (400 MHz, CDCl3) delta 7.70 (t, J = 7.6 Hz, 1H),7.20 (d, J = 7.7 Hz, 2H), 4.78 (s, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5453-67-8, Dimethyl pyridine-2,6-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Yu, Kang-Kang; Li, Kun; Hou, Ji-Ting; Yu, Xiao-Qi; Tetrahedron Letters; vol. 54; 43; (2013); p. 5771 – 5774;,
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Application of 97944-43-9

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, 97944-43-9, 3-Bromo-5-methylpyridin-4-amine.

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. 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine. A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-5-methylpyridin-4-amine

A sealed tube was charged with 3-bromo-5-methylpyridin-4-amine [97944-43-9] (1.00 g, 4.26 mmol), isopropenylboronic acid pinacol ester [126726-62-3] (1.07 g, 6.34 mmol), Pd(PPh3)4 (507 mg, 0.43 mmol), l,4-dioxane (10 mL) and NaHCCL (sat., aq., 10 mL). The reaction mixture was stirred under reflux for 16 h, cooled down and diluted with water and DCM until clear phase separation. The aqueous phase was extracted with DCM. The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo to afford 1-112 (1.77 g, 83%, 39% purity) which was sued as such in the next step

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, 97944-43-9, 3-Bromo-5-methylpyridin-4-amine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
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