Day: April 15, 2022

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. 885168-20-7, name is 2-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Bromo-5-fluoro-4-methylpyridine

Isopropylmagnesiumchloride-lithium chloride complex (1.3 M in THF, 16.4 mmol, 13.0 mL) was added to a solution of 2-bromo-5-fluoro-4-methylpyridine (3. 12 g, 16.4 mmol) in d ry THF ( 16 mL) under argon at 0C. The mixture was stirred for 20 min on ice and ~2 hours at rt (coffee colored solution). The Grignard solution was cannulated into a solution of tert-butyl N-[2- [methoxy(methyl)amino]-2-oxo-ethyl]carbamate (1.75 g, 8.0 mmol) in dry TH F (20 mL) at rt and stirred 1 hour. Quenched with 10% NH4CI (20 mL). The THF layer was dried (Na2S04) and evaporated . Recrystallised from heptane gave Intermediate 21 ( 1.42 g, 66%) as a white solid .

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, 885168-20-7, 2-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; NØRREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1149-24-2, Adding some certain compound to certain chemical reactions, such as: 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate,molecular formula is C13H17NO4, 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 1149-24-2.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

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. 1149-24-2, Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3430-16-8, Adding some certain compound to certain chemical reactions, such as: 3430-16-8, name is 3-Bromo-5-methylpyridine,molecular formula is C6H6BrN, 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 3430-16-8.

The following are successively introduced into a microwave tube: 469.80 mul (4.07 mmol) of 3-bromo-5-methylpyridine in 20 mL of H2O/DMF: (1/3: v/v), 2.03 mL (5.70 mmol) of tributyl(1-ethoxyvinyl)tin, 57.12 mg (81 .38 mmol) of bis(triphenylphosphine)palladium(ll) chloride, 1.12 g (8.14 mmol) of potassium carbonate. After irradiating with microwaves for 1 hour at 1 10C, the reaction mixture is evaporated to dryness and the residue is taken up in water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is taken up in a solution consisting of 6 mL of methanol and 1 mL of 1 N hydrochloric acid. After stirring overnight at room temperature, the reaction mixture is evaporated to dryness and the residue is taken up in saturated aqueous NaHCO3 solution and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 50/50 EtOAc/heptane) to give 160 mg of 1-(2-methylpyrid-3-yl)ethanone, the characteristics of which are as follows: LC/MS (method G): ESI+ [M+H]+: m/z 136. tr (min) = 0.38. 1H NMR (300 MHz, delta in ppm, DMSO-d6): 2.58 (s, 3H), 2.61 (s, 3H), 7.38 (m, 1 H), 8.2 (m, 1 H), 8.57 (m, 1 H).

According to the analysis of related databases, 3430-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; GANZHORM, Axel; MARCINIAK, Gilbert; MUZET, Nicolas; RONAN, Baptiste; VIVET, Bertrand; ZERR, Veronique; WO2013/190123; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1124-29-4, 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. 1124-29-4, name is 5-Acetylpyridin-2(1H)-one, 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.

General procedure: To a solution of 111-3 (1 eq.) in DCM (0.1 mmol/mL) was added boronic acid III-4 (2 eq.), Cu(OAc)2 (1 eq), Pyridine (10 eq.) and Pyridine-N-Oxide (2 eq.), followed by addition of4A molecular sieve (quantity approx. equal to 111-3 ). The reaction mixture was stirred at rt underoxygen atmosphere overnight. After completion of the reaction indicated by TLC, the resultingmixture was filtered and washed with , the filtrate was washed with brine, dried over Na2SO4 andconcentrated. The residue was purified by column chromatography on silica gel to give 111-5.[0316] Compound 10 (61% yield): ?H NMR (DMSO-d6, 400 MHz) (5 8.43 (d, J = 2.4 Hz, 1H), 7.90 (dd, J= 9.6, 2.4 Hz, 1H), 7.39 (d, J= 8.8 Hz, 2H), 7.06 (d, J= 8.8 Hz, 2H), 6.51 (d, J = 9.6 Hz, 1H), 3.81 (s, 3H), 2.41 (s, 3H).

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 1124-29-4, 5-Acetylpyridin-2(1H)-one.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1040682-68-5, 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. 1040682-68-5, name is 1H-Pyrrolo[3,2-c]pyridine-4-carbonitrile, molecular formula is C8H5N3, 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 lH-pyrrolo[3,2-c]pyridine-4-carbonitrile (60.0 mg, 0.42 mmol , 1.0 eq), NIS (52.0 mg, 0.46 mmol, 1.1 eq) in DCM (4.0 mL) was stirred at rt for 2 h. After the reaction was complete, water was added, and the mixture was extracted with EA. The organic layer was washed with water, dried over Na2S04, filtered and concentrated. The resulting residue was purified by column chromatography (EA/PE = 1/1, v/v) to provide 3-iodo-lH-pyrrolo[3,2-c]pyridine-4-carbonitrile (160 mg, 97%).

According to the analysis of related databases, 1040682-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10177-08-9 , The common heterocyclic compound, 10177-08-9, name is 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C12H9NO3, 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.

EXAMPLE 22 5-Phenyl-2(1H)-pyridinone In the manner described in Example 20, a mixture of 12.4 g. of 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid (prepared as described in Example 15) and 50 ml. of quinoline yields 8.8 g. of the product of the Example as a gray solid, m.p. 173°-177° C.

The synthetic route of 10177-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4209626; (1980); A;; ; Patent; American Cyanamid Company; US4242515; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 10177-08-9, name is 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C12H9NO3, 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. Application In Synthesis of 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid

PREPARATION 52 2-Chloro-5-phenyl-3-pyridinecarboxylic acid To 191 g (0.98 mole) of phenyl phosphonic dichloride was added 66 g (0.31 mole) of 5-phenyl-2-pyridone-3-carboxylic acid and the reaction mixture heated to 135° C. for 2 hr. After cooling, the reaction mixture was poured into ~1.5 liter of water. To the mixture was added ~1 liter of tetrahydrofuran to partially solubilize the precipitate formed. The temperature was moderated with ice and 1 liter of water was added to complete the precipitation. The crude precipitate was collected and weighed 67 g (0.29 mole, 93percent). A sample was recrystallized from isopropyl alcohol to give white crystals, m.p. 239°-40° C. Analysis: Calculated for C12 H8 NO2 Cl: C, 61.69; H, 3.45; N, 6.00. Found: C, 61.68; H, 3.37; N, 5.97.

With the rapid development of chemical substances, we look forward to future research findings about 10177-08-9.

Reference:
Patent; A. H. Robins Company, Inc.; US4705853; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 25813-25-6, name is 3,5-Dibromopyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3,5-Dibromopyridin-4-ol

In a round-bottom flask, equipped with a stirrer, thermometer and reflux condenser, mix under nitrogen in the specified order: 120 mL of phosphoryl chloride and 38 g (150 mmol) of BCD-BTK-104-9. Stir the reaction mass at 70 C for 3 hours, cool it to 40 C, and pour on ice, while stirring vigorously. Filter the precipitate, wash with water, and dry under vacuum at 40 C. Yield: 36.7 g (91%).

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, 25813-25-6, 3,5-Dibromopyridin-4-ol.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 144657-66-9, 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. 144657-66-9, name is tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, molecular formula is C13H14N2O3, 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 solution of tert-butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (420 mg, 1.71 mmol) in ethanol (10 mL) was cooled to 0 C with stirring under nitrogen before sodium borohydride (126.6 mg, 3.35 mmol) was added. The reaction mixture was allowed to warm to rt and stirred for 1.25 h.An aqueous solution of hydrochloric acid (2 M, 4 drops) was added, followed immediately by a saturated solution of sodium bicarbonate (1 mL). The reaction mixture was concentrated in vacuo and the residue partitioned between saturated aqueous sodium bicarbonate solution (50 mL) and ethyl acetate (50 mL). The phases were separated and the aqueous phase further extracted with ethyl acetate (2 x 50 mL). The organic phases were combined, filtered through a cartridgecontaining a hydrophobic frit and the solvent evaporated in vacuo. The residue was dissolved in a1:1 mixture of dichloromethane/methanol (10 mL), concentrated under a stream of nitrogen, anddried in vacuoto give a white solid which was dissolved in dichloromethane (5 mL) and loaded ontoa 25 g SNAP silica cartridge which was purified by flash chromatography, eluting wih a gradient ofSO-100% ethyl acetate in cyclohexane. The required fractions were concentrated in vacuo beforebeing dissolved in a 1:1 mixture of dichloromethane/methanol (10 mL), transferrred to a tarred vial,concentrated under a stream of nitrogen and dried in vacuo to give a white solid; tert-butyl 3- (hydroxymethyl)-1 H-pyrrolo[2,3-b] pyrid me- 1-carboxylate (199.7 mg, 0.80 mmol, 47 % yield).LCMS (2 mm formic) Rt = 0.72 mi m/z= 249 for [MH]

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 144657-66-9, tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 22282-70-8, name is 2-Fluoro-4-iodopyridine, molecular formula is C5H3FIN, 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. Product Details of 22282-70-8

n-Butyl lithium (1.6M hexane solution, 53.8 mL) was added to a solution of diisopropylamine (8.71 g) in THF (200 mL) at -10 C. After being stirred at the same temperature under nitrogen atmosphere for 1 hour, a solution of 2-fluoro-3-iodopyridine (18.3 g) in THF (70 mL) was added to the reaction mixture at -78 C. The mixture was stirred at the same temperature under nitrogen atmosphere for 1 hour. A solution of iodomethane (12.8 g) in THF (30 mL) was added to the reaction mixture at -78 C. The mixture was stirred at the same temperature under nitrogen atmosphere for 2 hours. The mixture was quenched with aqueous saturated ammonium chloride solution at 0 C and extracted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was passed through NH-silica and concentrated in vacuo. The residue was purified by a silica gel column chromatography (hexane/ethyl acetate) to give the title compound (17.2 g). 1H NMR (300 MHz, CDCl3) delta 2.39 (3H, d, J=1.5 Hz), 7.57-7.63 (1H, m), 7.65-7.70 (1H, m).

With the rapid development of chemical substances, we look forward to future research findings about 22282-70-8.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Kasai, Shizuo; Nakahata, Takashi; Kina, Asato; Hirose, Hideki; Yamasaki, Takeshi; Yamashita, Tohru; Nishikawa, Yoichi; US2015/119412; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem