Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 135450-23-6, 6-(Chloromethyl)-2-cyanopyridine, 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, 135450-23-6, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5ClN2

Charge Cl-nitrile (180 g) into a rector containing THF (540 g). Charge NaT (185.7 g) to the reactor and stirred at 50 C. After reaction completion, the reactor is cooled to 0 C. In another reactor, charge t-BuOK (145.6 g) and THF (320 g). Add (S)-tetrahydrofuran-3-ol (311.9 g) into the reactor while maintaining internal temperature below 50 Cto deprotonate the alcohol. Stir until t-BuOK dissolves. Add THF-OK / THF solution into 6-(iodomethyl)picolinonitrile solution (compound 6) while maintaining internal temperature below 10 C. Stir at room temperature until reaction completion. Concentrate the solution to remove THF solvent. Add ethyl acetate (630 g) and wash by water (420 g). Extract water phase by ethyl acetate (630 g). Combine organic layer and concentrate to obtain oil crude 374 g. The residue was distilled under vaccum (P=3-4 torr, internal temperature 174 C to 188 C) to obtain (S)-6-(((tetrahydrofuran-3-yl)oxy)methyl)picolinonitrile (compound 7) as an oily product (204g, >96% purity; 74% yield)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,135450-23-6, its application will become more common.

Reference:
Patent; CORVUS PHARMACEUTICALS, INC.; BY, Kolbot; JONES, William, Benton; WOLFE, Bradley, Hamilton; (131 pag.)WO2018/183965; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 75358-90-6 , The common heterocyclic compound, 75358-90-6, name is Ethyl 2-cyanonicotinate, molecular formula is C9H8N2O2, 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.

[0249] To a solution of ethyl 2-cyano-3-pyridinecarboxylate (2.5 g) and conc. HCl (5 mL) in 150 mL ethanol was added 10% Pd/C (wet, 250 mg) and the reaction mixture was hydrogenated using a hydrogen balloon and stirred for 12 h. The reaction was filtered through celite andethanol was evaporated to give ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl as a white solid which was used in the next step without further purification.

The synthetic route of 75358-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102145; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 36953-37-4, 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.36953-37-4, name is 4-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, molecular weight is 173.9954, as common compound, the synthetic route is as follows.

Under argon atmosphere, a solution of 4-bromo-1,2-dihydropyridin-2-one (1.00 g, 5.75 mmol) in THF (20 mL) was treated with sodium hydride (60% dispersion in mineral oil, 230 mg, 5.75 mmol) at 0C and then stirred 30 minutes at room temperature. Iodoethane (1.39 mL, 17.25 mmol) was added to the mixture and the reaction was stirred for 16 hours at room temperature and then heated at 50 C for 24 hours. The middle was diluted with water and ethyl acetate. The organic layer was washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (DCM/EtOAc 100/0 to 85/15) to give compound (150a) (981 mg, 4.86 mmol, 84%).

Statistics shows that 36953-37-4 is playing an increasingly important role. we look forward to future research findings about 4-Bromopyridin-2(1H)-one.

Reference:
Patent; LABORATOIRE BIODIM; Atamanyuk, Dmytro; Chevreuil, Francis; Faivre, Fabien; Lecointe, Nicolas; Ledoussal, Benoit; Oliveira, Chrystelle; Simon, Christophe; EP2913330; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13296-04-3 ,Some common heterocyclic compound, 13296-04-3, molecular formula is C11H10N2, 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.

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

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. 13296-04-3, 4-(Pyridin-4-yl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53636-70-7, 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 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

In a 100 ml round-bottomed flask 6-methyl-2,3-pyridinedicarboxylic acid (10 g, 55.2 mmol) and acetic anhydride (26 ml, 276 mmol) were added and heated at 100 0C under nitrogen for 5 hours. After this time the volatiles were removed under vacuum to give the title compound D16 (8.2 g, 50.3 mmol, 91 % yield) as a slightly brown solid. 1H NMR (400 MHz, DMSO-J6) delta ppm 8.41 (d, 1 H), 7.82 (d, 1 H), 2.73 (s, 3 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 53636-70-7, 6-Methyl-2,3-pyridinedicarboxylic acid.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2011/23578; (2011); A1;,
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. 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,3-Difluoro-5-(trifluoromethyl)pyridine

To a mixture of 120 mmol N-Boc-piperazine and 229 mmol potassium carbonate in 300 ml acetonitrile was slowly added a solution of 115 mmol 2,3-difluoro-5-trifluoromethyl-pyridine (EP0104715) in 15 ml acetonitrile. The reaction mixture was refluxed for 2 hours. After such time, the mixture was filtered and the filtrate was concentrated in vacuo. The resulting white solid was dissolved in ethyl acetate, washed with water, dried over sodium sulfate and concentrated to yield the title compound as white solid (94% yield). MS (m/e): 294.2 (M-C4H8, 100%)

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, 89402-42-6, 2,3-Difluoro-5-(trifluoromethyl)pyridine.

Reference:
Patent; Jolidon, Synese; Narquizian, Robert; Norcross, Roger David; Pinard, Emmanuel; US2006/149062; (2006); A1;,
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. 53174-98-4, name is Thieno[2,3-b]pyridine-2-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Thieno[2,3-b]pyridine-2-carbaldehyde

A 100 mL round-bottomed flask was charged with thieno[2,3-b]pyridine- 2-carbaldehyde (1.0 g, 6.1 mmol, Maybridge, Tintagel, United Kingdom), 3,4- dihydro-2H-l,5-benzodioxepine-7-sulfonamide (1.4 g, 6.1 mmol, Enamine, Kiev, Ukraine), Montmorillonite K 10 (1.4 g, Sigma- Aldrich, St. Louis, MO), and toluene (31 mL), fitted with a Dean-Stark trap and a reflux condenser, and then the reaction mixture was heated at reflux for 5 h. After that time, the reaction mixture was filtered, the filtrate was allowed to cool to room temperature, filtered, and the filter cake was collected to give N-(thieno[2,3-b]pyridin-2- ylmethylidene)-3,4-dihydro-2H-l,5-benzodioxepine-7-sulfonamide (1.1 g) as pale, peach-colored 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, 53174-98-4, Thieno[2,3-b]pyridine-2-carbaldehyde.

Reference:
Patent; AMGEN INC.; BARTBERGER, Michael, D.; CROGHAN, Michael, D.; FOTSCH, Christopher, H.; NORMAN, Mark, H.; PENNINGTON, Lewis, D.; REICHELT, Andreas; ST. JEAN, David, J., Jr.; TEGLEY, Christopher, M.; WO2012/138776; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 165547-79-5, 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 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 4-chloro-l-methyI-3-nitropyridin-2(lH)-one ^N^O MuthetaIota/NaH/D F ri^ ^ -NO, Stepl NO, To a stirred solution of 4-chloro-3-nitropyridin-2(l H)-one (3.0 g, 17 mmol) in N,N- dimethyiformarnide (50 mL) was added sodium hydride (60% w/w, 1.0 g, 25.5 mmol) in batches at 0C. The mixture was stirred at room temperature for 30 minutes. ‘Then iodomethane (2.9 g, 20.4 mmol) was added dropwise to the above solution at room temperature .The resultant solution was stirred at room temperature for 12 hours. Once starting material was consumed, the reaction mixture was quenched with ice water (100 mL) at 0~10C, and extracted with ethyl acetate(100 mL x 3).The organic phase was washed with brine (100 mL x 2), dried over anhydrous sodium sulfate, filtered and concentrated to give a residue, ‘The residue was purified by column chromatography (silica gel, dichloromethane/methanol = 10: 1) to give 4-chloro-l- methyl-3- nitropyridin-2( 1 H)-one (3 g, 94%) as a yellow solid. LRMS (M + EpsilonGamma) m/z; calcd 188.0; found 188.

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 165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew, S.; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NAVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2013/120104; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, 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, Computed Properties of C7H4F3NO, blongs to pyridine-derivatives compound. Computed Properties of C7H4F3NO

General procedure: To a soln. of amine B-1 (1 eq) and aldehyde BB-12 (1.2 eq) in THF (4 to 5 mL/mmol) was added AcOH (1.5 eq) and the rxn mixture was stirred for 5 min at RT. NaBH(OAc)3 (1.5 to 2 eq) was added portionwise and the rxn mixture was stirred at RT for a given time (see Table 40). When necessary to reach completion of the rxn an extra amount of NaBH(OAc)3 (0.2 to 1 eq) was added. The rxn mixture was quenched with a sat. aq. soln. of NaHC03 and extracted with DCM. The combined org. phases were washed with brine, dried over MgS04 and concentrated in vacuo. When necessary, the crude was purified by CC using Hept/EtOAc/MeOH.

The synthetic route of 131747-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, molecular formula is C7H4F3NO, molecular weight is 175.108, as common compound, the synthetic route is as follows.SDS of cas: 131747-62-1

A solution of 180 (100 mg, 0.617 mmol) in toluene 15 ml was added 66 (151.2 mg, 0.864 mmol). PTSA (234.5 mg, 1.234 mmol) was added to the reaction mass. The reaction was stirred at 120 C. for 6 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude 183, used the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; US2015/72980; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem