Analyzing the synthesis route of Ethyl 6-(trifluoromethyl)nicotinate

According to the analysis of related databases, 597532-36-0, the application of this compound in the production field has become more and more popular.

Related Products of 597532-36-0, 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. 597532-36-0, name is Ethyl 6-(trifluoromethyl)nicotinate, molecular formula is C9H8F3NO2, 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 mixture of ethyl 6-(trifluoromethyl)nicotinate (2.2 g, 10 mmol), Pd/C (10 wt.%, 100 mg) and platinum(IV)oxide (150 mg, 0.661 mmol) in acetic acid (30 ml_) was stirred in a steel bomb under hydrogen atmosphere (200 psi) at 25 C for 24 hrs. The reaction mixture was filtered through a pad of celite and washed with MeOH (150 ml_). The filtrate was concentrated under reduced pressure providing crude ethyl 6-(trifluoromethyl)piperidine-3-carboxylate (776 mg; mixture of cis and trans isomers) as a colorless oil, which was directly used in the next step without further purification. LCMS (m/z): 226.1 [M+H]+; Rt = 0.36 min.

According to the analysis of related databases, 597532-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); A1;,
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Some scientific research about 113293-70-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113293-70-2, 2,6-Dichloroisonicotinaldehyde, 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.113293-70-2, name is 2,6-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, molecular weight is 176, as common compound, the synthetic route is as follows.Product Details of 113293-70-2

Exemplified dye D-2-9a was synthesized in the same manner as exemplified dye D-1-1a, except that compound d-1-8 for exemplified dye D-1-1a was changed to compound d-39-1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113293-70-2, 2,6-Dichloroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; FUJIFILM Corporation; Tani, Yukio; Kobayashi, Katsumi; (63 pag.)US9953768; (2018); B2;,
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New learning discoveries about 5006-66-6

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, 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid.

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. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Formula: C6H5NO3

To a stirred solution of 6-hydroxynicotinic acid (10 g, 72 mmol) in absolute ethanol (500 mL) was added sulfuric acid (4 mL) at room temperature. The mixture was heated to reflux for 48 h. After cooling down to room temperature, water (50 mL) was added and the reaction mixture was neutralised to pH= 6-7 by portionwise addition of sodiumhydrogen carbonate (caution: gas evolution). The mixture was evaporated under reduced pressure (most of ethanol was removed), and the residue was extracted with ethyl acetate (3 × 50 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and evaporated under reduced pressure leading to the pure ethyl 6-hydroxynicotinate[30] (10 g, 86percent). 1H NMR (400 MHz, CDCl3): delta 13.07 (s,1H), 8.14 (s, 1H), 7.94 (d, 1H, J = 9.9 Hz), 6.51 (d, 1H, J = 9.4 Hz),4.25 (q, 2H, J =7.1 Hz), 1.29 ppm.To a stirred solution of lithium aluminium hydride (1.4 g, 37 mmol,1.2 equiv.) in anhydrous THF (20 mL) at room temperature was added dropwise over 1 h a solution of ethyl 6-hydroxynicotinate (5.1 g,31 mmol) in anhydrous THF (150 mL) at the same temperature. The mixture was stirred at room temperature for 2 h and then heated toreflux for 30 min. The reaction mixture was cooled down to 0 °C andquenched with ethyl acetate (12 mL) and water (6 mL). The solventswere removed and the residue was taken up in refluxing ethanol(200 mL). The solution was filtered through Celite® and ethanol was evaporated under reduced pressure. The crude material was purified bycolumn chromatography on silica gel with ethyl acetate/methanol(75:25) as eluent to afford the pure title compound 12 (2.3 g, 60percent).

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, 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
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The origin of a common compound about 10273-89-9

According to the analysis of related databases, 10273-89-9, the application of this compound in the production field has become more and more popular.

Reference of 10273-89-9, 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 10273-89-9, name is 2-(o-tolyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography

According to the analysis of related databases, 10273-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
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The origin of a common compound about 866546-09-0

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 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Electric Literature of 866546-09-0, 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 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred suspension of 60% sodium hydride (5.7 g, 143 mmol) was added 3-bromo-5- chloro 1H pyrrolo[2,3-b]pyridine (2) (30 g, 130 mmol) in DMF (200 mL) at 0 C. After 1h, a solution of 4-toluenesulfonyl chloride (37.17 g, 195 mmol) in DMF (100 mL) was added slowly at the same temperature and stirred for 2 h. After completion of the reaction (as indicated by TLC), the mixture was poured in to cold water (500 mL), filtered the precipitated solid and dried under reduced pressure to afford 3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine (3) (40 g, 103 mmol, 80% yield) as an off- white solid. TLC system: 10% EtOAc in hexane Rf : 0.8 LCMS (ESI): m/z 386.4 [M+H]+

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 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; FEESE, Michael, David; LEE, Sam, Sk; (249 pag.)WO2018/200425; (2018); A1;,
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Some scientific research about 6-Chloronicotinonitrile

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Related Products of 33252-28-7, Adding some certain compound to certain chemical reactions, such as: 33252-28-7, name is 6-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 33252-28-7.

To a suspended mixture of 6-chloronicotinonitrile (7g, 50.8 mmol) in EtOH(50 rnL), was added NH2NH2 (1Og, 310.2mmol). The mixture was stirred at room temperature for 10 min, and then 60 0C for 5h. The mixture was cooled to room temperature. The solids were filtered out, washed with water and dried under high vacuum to give 6- hydrazinylnicotinonitrile (3.5g). Compound 6 was prepared from 6-hydrazinylnicotinonitrile following the procedure of the synthesis of compound 4. 1H NMR (400 MHz, CDC13- CD3OD 10:1) delta ppm 11.37 (s, IH), 8.70 (t, J= 1.2 Hz, 1 H), 8.14 (s, IH), 8.1 l(dd, J= 1.04 and 9.52 Hz, 1 H), 7.96 (dd, J= 1.12 and 9.52 Hz, 1 H), 7.61 ( dd, J= 1.52 and 9.48 Hz, 1 H), 7.38 (d, J=9.0 Hz, 1 H), 1.77 (m, 1 H), 1.06 (m, 2 H), 0.90 (m, 2H) ESI-MS:m/z 377.2 (M+H)+.

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BRESSI, Jerome, C.; CHU, Shaosong; ERICKSON, Philip; KOMANDLA, Mallareddy; KWOK, Lily; LAWSON, John, D.; STAFFORD, Jeffrey, A.; WALLACE, Michael, B.; ZHANG, Zhiyuan; DAS, Sanjib; WO2010/19899; (2010); A1;,
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Some scientific research about 5,6-Dimethylpyridin-2-amine

According to the analysis of related databases, 57963-08-3, the application of this compound in the production field has become more and more popular.

Related Products of 57963-08-3, 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. 57963-08-3, name is 5,6-Dimethylpyridin-2-amine, molecular formula is C7H10N2, 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.

General procedure: A mixture of the arylhydrazine hydrochlorides (1.0 mmol), aminopyridines (20.0 mmol), and potassium carbonate (415 mg, 3.0 mmol) in DMSO (10 mL) was stirred at 25 C in air. The reactions were completed after 24 h, monitored by thin layer chromatography (TLC). Then, quenched by the addition of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and brine solution and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give the crude products. Purified by column chromatography over silica gel (hexane/AcOEt), the pure products were afforded.

According to the analysis of related databases, 57963-08-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Taniguchi, Toshihide; Imoto, Mitsutaka; Takeda, Motonori; Matsumoto, Fukashi; Nakai, Takeo; Mihara, Masatoshi; Mizuno, Takumi; Nomoto, Akihiro; Ogawa, Akiya; Tetrahedron; vol. 72; 27-28; (2016); p. 4132 – 4140;,
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Application of Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate

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 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate.

Electric Literature of 1033772-26-7, 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 1033772-26-7, name is Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 1-(4-fluorobenzyl)-3-formyl-1 H-pyrrolo[2,3-c]pyridine-5-carboxylate (312 mg, 1.0 mmol, 1.0 eq) in 4 mL anhydrous dichloromethane) was mixed with a solution of 3-methylpiperazin- 2-one (114 mg, 1.0 mmol, 1.0 eq) in 4 To a stirring solution of methyl 1 H-pyrazolo[3,4-c]pyridine-5-carboxylate (100 mg, 0.351 mmol) in methanol (4 mL) was added a 3.0 M solution of LiOH in water (0.351 mL, 1.05 mmol) and the mixture was stirred overnight, then 1.0 M hydrochloric acid in diethyl ether was added (1.05 mL, 1.05 mmol) and the solvent was evaporated under reduced pressure.. The crude solid was dissolved in DMF and N-methylhydroxylamine hydrochloride (58 mg, 0.698 mmol) was added followed by triethylamine (214 mL, 1.154 mmol) and HATU (266 mg, 0.698 mmol). The mixture was stirred overnight. Water was added and the mixture was extracted with dichloromethane (3 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated. The crude solid was dissolved in DMSO and purified by reverse phase preparative HPLC to provide a white solid (105 mg, 100% yield). ¹H NMR (DMSO-d6) : No. 10.24 (bs, 1 H), 9.26 (s, 1 H), 8.07 (s, 1 H), 7.37 (m, 2H), 7.15 (m, 2H), 5.81 (s, 2H), 3.31 (s, 3H). Anal. HPLC: >95% ( 254,222 nM). HRMS calcd for C15H13FN4O2 (M+H) 301.1088, found 301.1096.

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 1033772-26-7, Methyl 1H-pyrazolo[3,4-c]pyridine-5-carboxylate.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
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A new synthetic route of 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, 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.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.SDS of cas: 62002-31-7

Preparation 7.71 -(2-Methoxyethyl)-4,5,6,7-tetrahydro-1 /-/-imidazo[4,5-c]pyridine.Step 1 : Benzyl 1 ,4,6,7-tetrahydro-5/-/-imidazo[4,5-c]pyridine-5-carboxylate.A mixture of 2.0 g of 4,5,6,7-tetrahydro-1 H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N- (benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with 0.1 M HCI solution, with saturated NaCI solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 1 .9 g of the expected compound is obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI; BADORC, Alain; BOLDRON, Christophe; DELESQUE, Nathalie; FOSSEY, Valerie; LASSALLE, Gilbert; YVON, Xavier; WO2012/146318; (2012); A1;,
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New learning discoveries about 16744-81-3

With the rapid development of chemical substances, we look forward to future research findings about 16744-81-3.

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. 16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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. Recommanded Product: 4-Methoxypicolinaldehyde

A suspension of 4-(6-(3 ,6-diazabicyclo[3. 1.1 ]heptan-3 -yl)pyridin-3 -yl)-6-(2-hydroxy- 2-methylpropoxy)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile dihydrochloride (Intermediate P43;30.1 mg, 0.063 1 mmol) and DIEA (27.5 tL, 0.158 mmol) in DCM (631 tL) was stirred for 5 mm at ambient temperature. The reaction mixture was treated sequentially with 4- methoxypicolinaldehyde (8.65 mg, 0.0631 mmol) and NaBH(AcO)3 (26.7 mg, 0.126 mmol). The reaction mixture was stirred for 3 d at ambient temperature. The resulting suspension was diluted with a minimal amount of DCM, then MeOH was added dropwise until the mixture became homogeneous. The DCM/ MeOH solution was purified directly by silica chromatography (using 0-100percent DCM in Hexane then 0-100percent (2percent NH4OHI 20percent MeOHI 78percent DCM) in DCM as the gradient eluent as the gradient eluent) to afford the title compound (27.2 mg, 82percent yield). MS (apci) m/z = 526.2 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 16744-81-3.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
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