Day: April 6, 2022

Application of 89282-03-1, 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. 89282-03-1, name is 3-Iodopyridin-4-ol, molecular formula is C5H4INO, 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.

C10 (3.5 g, 15.8 mmol) is added to a suspension of triphenylphosphine (166 mg, 0.63 mmol) and palladium acetate (71 mg, 0.32 mmol) in 25 mL DMF in dry flask under N2. Propioaldehyde diethyl acetal (2.3 mL, 15.8 mmol), cuprous iodide (120 mg, 0.63 mmol), and piperidine (1.6 mL, 16 mmol), are added successively, and the reaction is stirred 6 h at rt. The mixture is diluted with 125 mL EtOAc, is extracted with 4*50 mL 50% saturated 1:1 NaCl/NaHCO3, and the organic layer is dried over anhydrous Na2SO4 and then filtered. The dried organic layer is concentrated in vacuo to a dark oil. The crude material is chromatographed over 40 g silica gel (Biotage), eluding with 50% EtOAc/hexane. The fractions with the desired compound are combined and concentrated to afford 2-(diethoxymethyl)furo[3,2-c]pyridine (C11) (64% yield). HRMS (FAB) calculated for C12H15NO3+H: 222.1130, found 222.1123 (M+H)+.

According to the analysis of related databases, 89282-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E.; US2003/45540; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 2546-56-7, name is 4-Chloro-3-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Example 306 Synthesis of 4-chloro-3-fluoropicolinaldehyde. To a solution of 2, 2, 6, 6-tetramethylpiperidine (35.4 g, 250.88 mmol) in 200 mL THF was added n-Butyllithium (2.4 M in hexane, 100 mL, 240 mmol) dropwise at 0 C. The reaction mixture was cooled to -78 C. after stirring at 0 C. for lh and a solution of 4-chloro-3-fluoropyridine (30.0 g, 228.08 mmol) in THF (100 mL) was added dropwise. The resulting reaction mixture was stirred at -78 C. for 2 h, a solution of DMF (17.5 g, 239.48 mmol) in THF (50 mL) was added dropwise, and the resulting reaction mixture was stirred at -78 C. for another 1 h. The reaction was quenched with H2O (50 mL), and extracted with ethyl acetate (200 mL*3). The combined organic layers were washed with brine, dried over with anhydrous magnesium sulphate, filtered, and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=3/1) to afford 4-chloro-3-fluoropicolinaldehyde (26.0 g, yield: 71%). ESI-MS [M+H]+: 160.1.

With the rapid development of chemical substances, we look forward to future research findings about 2546-56-7.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 936342-91-5, 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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride. A new synthetic method of this compound is introduced below.

A mixture of 5-bromo-2-chloromethylpyridine monohydrochloride(2.43g, 10mmol) and N-Boc piperazine (2.8g, 15mmol) was dissolved in N, N- dimethylformamide (20ml), followed by addition of potassium carbonate ( 4.84g, 35mmol), stirred at room temperature for 12 hours, 200ml of water was added to the reaction mixture was cooled, (100ml * 3) and extracted with ethyl acetate, then with saturated sodium chloride solution (100ml * 2) and washed, the resulting organic phase was dried over anhydrous magnesium sulfate and filtered, concentrated under reduced pressure to give 4- (5-bromo – pyridin-2-ylmethyl) – piperazine-1-carboxylate (3G, white solid), yield: 84percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,936342-91-5, 5-Bromo-2-(chloromethyl)pyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO., LTD; An, Xiaoxia; Bie, Pingyan; Liu, Jun; Yang, Wuli; (42 pag.)CN103360407; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1000025-07-9, Adding some certain compound to certain chemical reactions, such as: 1000025-07-9, name is Vadadustat,molecular formula is C14H11ClN2O4, 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 1000025-07-9.

Vadadustat (1 .0g), D-Proline (0.71 g) and methanol (16mL) were charged in a RBF at 25±5C and the contents were heated to 60-65C and stirred for 30-40 minutes at 60-65C. The reaction mass was slowly cooled to 25±5C and maintained under stirring at 25±5C for 16 hours. The product obtained was filtered, washed with prechilled methanol (1 mL) and dried under vacuum for 16 hours at 40C. The solid obtained was identified as 1 :1 co-crystal of Vadadustat D-Proline. Yield: 0.86g.

According to the analysis of related databases, 1000025-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JETTI, Ramakoteswara Rao; PILLI, Narasimha Murty; PATHURI, Srinivasarao; GOLIVI, Ramamohana Rao; JAYACHANDRA, Sureshbabu; (36 pag.)WO2020/75199; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 108118-69-0, 2,6-Difluoropyridin-3-amine, 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: 2,6-Difluoropyridin-3-amine, blongs to pyridine-derivatives compound. Recommanded Product: 2,6-Difluoropyridin-3-amine

To a solution of 4-dimethylamino-benzoic acid (635 mg, 3.84 mmol) in CH2Cl2 (38 mL) was added l-chloro-N,N-2-triniethylpropenylamine (0.51 mL, 3.84 mmol). Following formation of the resulting acid chloride, the reaction mixture was concentrated affording a residue that was dissolved in pyridine (7.8 mL) before 2,6-difluoro-pyridin-3-ylamine (500 mg, 3,84) was added in one portion. After an additional 1 h, the reaction mixture was concentrated to dryness affording a residue to which was added DMF (5 mL) and K2CO3 (531 mg, 3.84 mmol). The resulting mixture was heated by microwave to 150 0C for 10 min, after which the resulting mixture was filtered, concentrated and purified by silica gel flash chromatography (0 to 100% EtOAc in hexanes) to afford [4-(5-fluoro-oxazolo[5,4-delta]pyridin-2-yl)-phenyl]-dimethyl-amine (430 mg, 1.67 mmol, 44%). ES MS (M+I-f) = 258; 1H NMR delta (ppm)(DMSO-d6): 8.28 (1 H, dd, J – 8.36, 7.14 Hz), 8.01-7.94 (2 H, m), 7.24-7.18 (1 H5 m), 6.87 (2 H, d, J = 8.89 Hz), 3.05 (6 H, s); HRMS m/z 258.1039 (C14H12FN3O + H+ requires 258.1037).

The synthetic route of 108118-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/155017; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72716-86-0, 2-Methoxyisonicotinonitrile, 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, SDS of cas: 72716-86-0, blongs to pyridine-derivatives compound. SDS of cas: 72716-86-0

(ii) A mixture of 2-methoxy-4-cyanopyridine (57.2 g), semicarbazide hydrochloride (71.24 g), sodium acetate (69.86 g), ethanol (1200 ml) and water (370 ml) was hydrogenated at 344 kPa using Raney nickel catalyst (1.0 g). The mixture was evaporated to a volume of 450 ml, water (900 ml) was added and the mixture was allowed to stand at 0 overnight. The mixture was filtered and the solid was washed with water and was dissolved in 10% hydrochloric acid (950 ml). Formaldehyde solution (36% w/v, 420 ml) was added and the mixture was warmed for 30 minutes, allowed to cool and was cooled to a solution of sodium acetate (280 g) in water (840 ml). The mixture was extracted with ether (3*500 ml) and the combined extracts were successively washed with aqueous potassium carbonate and water and were dried and evaporated to give 2-methoxypyridine-4-carboxyaldehyde (20.53 g, 35%) m.p. 33-35. A sample recrystallized from petroleum ether had m.p. 33-36.

The synthetic route of 72716-86-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4234588; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84487-15-0, 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. 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

2-Bromo-5-nitropyridin-4-amine (300.0 mg, 2.48 mmol) and Fe (300.0 mg, 5.37 mmol) were added to AcOH, and the reaction mixture was stirred at 75 C. for 4 hours and then cooled to room temperature. The reaction mixture was filtered through celite and then concentrated under reduced pressure. The residue was purified by column chromatography (n-Hex:EtOAc=50:50) on amine silica. The fractions containing the product were collected and concentrated to obtain brown solid compound of 6-bromopyridine-3,4-diamine (200.0 mg, 78%). [1234] 1H-NMR (400 MHz, DMSO-d6); delta: 7.39 (s, 1H), 6.42 (s, 1H), 5.74 (brs, 2H), 4.66 (brs, 2H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84487-15-0, its application will become more common.

Reference:
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 69045-83-6, 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.69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine, molecular formula is C6H2Cl5N, molecular weight is 265.3518, as common compound, the synthetic route is as follows.

EXAMPLE 7 This Example illustrates the preparation of 2,3-dichloro-5-trifluoromethylpyridine by fluorination of 2,3-dichloro-5-trichloromethylpyridine, using a fluorinating agent alternative to that of Example 6. 2,3-Dichloro-5-trichloromethylpyridine (35 g) was heated with anhydrous hydrogen fluoride (100 g) in an autoclave at 200 for 10 hours with stirring. The cooled reaction mixture was poured on to ice and neutralised with sodium hydroxide at 0. The mixture was extracted with methylene chloride (750 ml). The extracts were washed with water (500 ml), sodium carbonate solution (500 ml) and water (500 ml), dried, and evaporated. The remaining oil was distilled and the fraction of boiling point 77-83/25 Torr was collected and identified as the required pyridine derivative.

Statistics shows that 69045-83-6 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloro-5-(trichloromethyl)pyridine.

Reference:
Patent; Imperial Chemical Industries Limited; US4317913; (1982); 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. 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H11BrClNO2

To a solution of Example 1.23.2 (12.3 g) and tert-butyl 3-bromo-6-chloropicolinate (5.9 g) indioxane (50 mL) was added (1 S,3R,5R, 7S)-1 ,3,5, 7 -tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphaadamantane(CyTop) (0.52 g) and bis(dibenzylideneacetone)palladium(O) (0.66 g). Afterseveral house vacuum/nitrogen refills, potassium phosphate (4.06 g) and water (25 mL) were addedand the reaction was heated at 80 oc under nitrogen for 30 minutes. The reaction was cooled andthen water and ethyl acetate were added. The organic layer was separated and washed with brine.5 The combined aqueous layers were extracted with ethyl acetate, and dried over sodium sulfate. Thesolution was filtered, concentrated and chromatographed on silica gel using 33% ethyl acetate inheptanes to give the title compound.

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, 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; JUDD, Andrew, S.; PHILLIPS, Andrew, C.; SOUERS, Andrew, J.; BRUNCKO, Milan; (503 pag.)WO2017/214301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

A solution of 315 6-chloro-4-methoxynicotinic acid (9.0 g, 47.97 mmol, 1.0 eq) and 296 2,6-dichloroaniline (7.77 g, 47.97 mmol, 1.0 eq) in 24 toluene (270 mL) was purged with nitrogen for 10 min at rt, followed by addition of 91 PCl3 (45 mL). The resulting solution was stirred at 100 C. for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was concentrated, basified with saturated solution of 56 NaHCO3 (500 mL), extracted with EtOAc (2×100 mL). The combined organic layers were washed with water (50 mL), with brine (50 mL), dried over Na2SO4, concentrated and purified by combi-flash [Silica gel 100-200 mesh; elution 0-30 19 EtOAc in 20 hexane] to afford the desired compound, 318 6-chloro-N-(2,6-dichlorophenyl)-4-hydroxynicotinamide (3.5 g, 22.98%) as an off white solid. (0428) LCMS: 317[M+1]+

With the rapid development of chemical substances, we look forward to future research findings about 716362-10-6.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem