Day: April 19, 2022

Reference of 18699-87-1, 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. 18699-87-1, name is 2-Methyl-3-nitropyridine. A new synthetic method of this compound is introduced below.

5a N-(2-methylpyridin-3-yl)hydroxylamine STR68 A mixture of 19.6 g (14.2 mmol) of 2-methyl-3-nitropyridine (Synth. Commun. 1990, 20, 2965) in 200 ml of N-methylmorpholine is hydrogenated in the presence of 1 g of 5% platinum/charcoal. During this process, the temperature of the reaction mixture rises to approximately 35 C. After approximately 4.5 hours, the uptake of hydrogen has ceased, and the reaction mixture is filtered with suction through kieselguhr. The filter residue is washed with N-methylmorpholine, and the combined organic phases are concentrated in vacuo (T<45 C.). The residue is taken up in 100 ml of Solvesso 150 (b.p.=185-205 C.) and the resulting mixture is concentrated under a high vacuum (T<80 C.). The residue crystallizes and is digested in hexane. This gives 17.2 g (98%) of the title compound as a pale beige solid. 1 H NMR (CDCl3; delta in ppm): 8.35 (d,1H,NH); 8.15 (s,broad,1H,OH); 7.85 (dd,1H, pyridyl); 7.25 (d,broad,1H, pyridyl); 7.05 (dd,1H, pyridyl); 2.2 (s,3H, CH3). At the same time, in my other blogs, there are other synthetic methods of this type of compound,18699-87-1, 2-Methyl-3-nitropyridine, and friends who are interested can also refer to it. Reference:
Patent; BASF Aktiengesellschaft; US5977146; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 64690-19-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 64690-19-3 as follows.

B. A mixture of 4-octylaminopyridine (25 g., 0.121 mole) and octyl chloride (20.5 ml., 0.121 mole) was heated at 180 C. for 1 hr. More octyl chloride (0.5 ml.) was added and the mixture was again heated at 180 C. for 1 hr., then dissolved in dichloromethane. The dichloromethane solution was treated with charcoal, filtered, and stripped of solvent under vacuum. The solid residue was slurried in ether (1.5 kg.), collected by filtration, washed with ether (500 g.), isolated in a dry bag, and dried (50-80 C., 0.1 mm.). The procedure was repeated using the same amounts of starting materials and the product were combined, affording N-(1-octyl-4(1H)-pyridinylidene)octanamine monohydrochloride (80.5 g., 93% yield, m.r. 120-125 C.), which is the monohydrochloride salt of the compound of Formula I wherein R and R’ are both octyl.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64690-19-3, its application will become more common.

Reference:
Patent; Sterling Drug Inc.; US4839372; (1989); A;,
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.936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, molecular formula is C6H6BrCl2N, molecular weight is 242.9285, as common compound, the synthetic route is as follows.Safety of 5-Bromo-2-(chloromethyl)pyridine hydrochloride

The title compound was prepared by the reaction of 2-butyl-l,3-diazaspiro[4.4]non-l-en- 4-one.HCl (0.250 g, 1.083 mmol) with 5-bromo-2-(chloromethyl)pyridine.HCl (0.263 g, 1.083 mmol), according to the method described for the synthesis of Intermediate 451a, to give a white solid (0.300 g, 76percent). LC-MS (Method H): 1.23 min, [M + H]+= 364.0; H NMR (DMSO-i) 5 ppm 8.63 (dd, / = 2.3, 0.8 Hz, 1H), 8.04 (dd, / = 8.2, 2.3 Hz, 1H), 7.24 (d, / = 8.2 Hz, 1H), 4.75 (s, 2H), 2.25 – 2.41 (m, 2H), 1.71 – 1.94 (m, 6H), 1.56 – 1.71 (m, 2H), 1.43 – 1.56 (m, 2H), 1.27 (dq, / = 15.0, 7.4 Hz, 2H), 0.81 (t, / = 7.2 Hz, 3H).

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; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 94170-15-7, name is 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde

(i) Ethyl beta-(N-methyl-2-oxo-4-pyridyl)acrylate N-Methyl-4-formyl-2-pyridone* (30.17 g), monoethyl malonate (38.15 g), pyridine (150 ml) and piperidine (3 ml) were stirred under reflux for 61/2 hours. The reaction mixture was evaporated under reduced pressure to afford a residue which was crystallized from aqueous isopropanol to give ethyl beta-(N-methyl-2-oxo-4-pyridyl)acrylate as a pale yellow solid (18.44 g), m.p. 126-7 C.

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, 94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4540699; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 849068-61-7, Adding some certain compound to certain chemical reactions, such as: 849068-61-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid,molecular formula is C8H5BrN2O2, 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 849068-61-7.

To a mixture of 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (20 g, 82.99 mmol) in MeOH (200 mL) was added SOCl2 (30ml) dropwise at room temperature. After addition, the resulting mixture was heated to 70 C and stirred overnight. TLC (EtOAc) showed the reaction was completed. The solvent was removed in vacuo and then aqueous NaHCO3 (20 mL) was added at which time a precipitate formed. The solid was filtered and dried to give methyl 5-bromo-1H-pyrrolo[2,3-b]pyridine-3- carboxylate (15.3g, 72.3%) as a brown solid.

According to the analysis of related databases, 849068-61-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; THORARENSEN, Atli; BROWN, Matthew Frank; CASIMIRO-GARCIA, Agustin; CHE, Ye; FLANAGAN, Mark Edward; GILBERT, Adam Matthew; HAYWARD, Matthew Merrill; TELLIEZ, Jean-Baptiste; UNWALLA, Rayomand Jal; TRUJILLO, John I.; LIANG, Sidney Xi; (212 pag.)WO2016/178110; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 131747-53-0, name is (6-(Trifluoromethyl)pyridin-2-yl)methanol, the common compound, a new synthetic route is introduced below. Computed Properties of C7H6F3NO

Examples 29-32A 0.125 M stock solution of tert-butyl (3RS)-3-(4-hydroxyphenyl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate in dichloromethane (1.0 mL, 0.125 mmol) was added to each vial containing the appropriate alcohol (0.150 mmol). A 0.1 M PS-PPh3 suspension in dichloromethane (2 mL) and a 0.2 M DBAD solution in dichloromethane (1 mL) were added to each vial. The vials were capped and shaken at RT for 24 hours. The reaction mixtures were filtered and concentrated. The resultant residues were treated with 25% trifluoroacetic acid/dichloromethane (1.5 ml_) and shaken for 2 hours at RT. The reactions were concentrated and the resultant residues were treated with a 0.0625 M solution of phenyl (3,4-dimethylisoxazol-5-yl)carbamate in acetonitrile (2 ml_) followed by triethylamine (0.250 ml_). After shaking overnight at room temperature, the vials were concentrated. The residues were dissolved in DMSO (1.5 ml_) and purified by reverse phase HPLC (acetonitrile/water/0.01 % trifluoroacetic acid/0.04% formic acid) to give racemic Examples 29-32. The purified compounds were analyzed by LCMS (Phenomenex Gemini C18 4.6 X 50 mm 5mum; 0.04% Formic Acid, 0.01 % TFA / MeCN).

The synthetic route of 131747-53-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane; WO2010/58318; (2010); 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.887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, molecular formula is C6H3F3INO, molecular weight is 288.9938, as common compound, the synthetic route is as follows.HPLC of Formula: C6H3F3INO

Step 2:; The phenol 5a2 (125 g, 424 mmol) is placed in a 3-neck 2 L flask. Phenylphosphonic dichloride (500 mL) is added and the mixture heated to 136C under Ar with stirring. After consumption of starting material (about 4-5 h), the reaction is cooled to RT and carefully quenched by the slow addition of the reaction mixture to crushed ice (caution: very exothermic.). A white solid forms which is filtered. The solid is dissolved in EtOAc (2 L) and aqueous NaOH is added with stirring. A NaOH solution is added until the aqueous layer is neutral. The EtOAc layer is separated, washed with water and brine and dried over anhydrous Na2SO4. Removal of solvent gives a white solid which is washed with cold hexane to afford chloride5a3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/76747; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 156094-63-2 , The common heterocyclic compound, 156094-63-2, name is 2-(Bromomethyl)-6-methoxypyridine, molecular formula is C7H8BrNO, 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 flame-dried flask containing z-BuOK (1.10 equiv.) and anhydrous DMF (2.5 mL/mmol) was added ethyl 2-((diphenylmethylene)amino)acetate (1.05 eq. ) at 0 C under argon. After 10 min, arylmethyl bromide (1.0 eq.) was added. The resulting reaction mixture was stirred at 0 C for 10 min and was allowed to warm up to 4 C and stirred at 4 C overnight. The reaction mixture was then slowly poured into water, extracted with DCM. The combined organic layers were dried over Na SCfl, filtered and concentrated under reduced pressure to evaporate the DCM solvent. The residue was then treated with a mixture of EtOH/concentrated HC1 (25:1 v/v). The resulting solution was stirred at room temperature for 2 h. Upon the evaporation of EtOH and most of the DMF, the residue was basified by 2 N K2CO3 solution to pH > 10 and extracted with DCM. The combined organic layers were dried over Na SCfl, filtered and concentrated under reduced pressure. The residue was purified through flash chromatography on silica gel (1: 19 CH3OH/CH2CI2) to afford the desired ethyl 2-amino-3- arylpropanoate product as a colorless gel.

The synthetic route of 156094-63-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DE BRABANDER, Jef; ROSENBAUM, Daniel; LIANG, Qiren; WANG, Wentian; (343 pag.)WO2019/191327; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1070892-04-4, 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. 1070892-04-4, name is 5-Bromo-2-(trifluoromethyl)isonicotinonitrile, molecular formula is C7H2BrF3N2, 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 4-chloro-2-(4-hydroxy-butoxy)-N-methyl-N-pyridin-2-yl-5- (4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzenesulfonamide (150 mg, 0.34 mmol), 5-bromo-2-trifluoromethyl-isonicotinonitrile (111 mg, 0.44 mmol), Pd(Ph3P)4 (40 mg, 0.034 mmol) and Na2CO3 (217 mg, 2.1 mmol) in dioxane (2 ml.) and water (0.2 mL) was degassed with N2 for 5 min. The reaction vessel was sealed and then heated at 90 0C for 16 hrs. The mixture was absorbed onto silica gel and purified by chromatography on silica gel eluting with 20-25% acetone in hexanes to give 4-chloro- 5-(4-cyano-6-trifluoromethyl-pyridin-3-yl)-2-(4-hydroxy-butoxy)-N-methyl-N-pyridin-2-yl- benzenesulfonamide as an oil (69 mg). A small sample was also purified by prep. LCMS. MS: 541.1 (M+H)+; tR = 7.59 min (method 2).

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 1070892-04-4, 5-Bromo-2-(trifluoromethyl)isonicotinonitrile.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124614; (2008); 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. 144584-32-7, name is 3-Bromo-2,4-dichloropyridine, molecular formula is C5H2BrCl2N, 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: 3-Bromo-2,4-dichloropyridine

A. Preparation of 1-(3-bromo-4-chloropyridin-2-yl)hydrazine To stirring anhydrous dioxane (30 mL) at room temperature was added anhydrous hydrazine (3.29 mL, 105 mmol), followed by portion-wise addition of solid 3-bromo-2,4-dichloropyridine (2.39 g, 10.53 mmol, prepared as described in M. A. Walters, et al., Synth. Comm., Vol. 22, pp. 2829-2837, 1992). The resulting turbid solution was stirred in a 65 C. oil bath for 2 h. After cooling to room temperature, the reaction mixture was evaporated to dryness under reduced pressure. The resulting residue was triturated with isopropanol (50 mL), in which it was only partially soluble, and the mixture was filtered, collecting the solid. The filtrate was evaporated, and the resulting solid was triturated once again with isopropanol (25 mL) and filtered, collecting the solid. The two crops of solid were combined and dried in a 50 C. vacuum oven to obtain 1.438 g of an off-white solid, which contained about 70% of the title compound 1-(3-bromo-4-chloropyridin-2-yl)hydrazine and about 30% of its regioisomer (1-(3-bromo-2-chloropyridin-4-yl)hydrazine). HPLC/MS: retention time=1.06 min, [M+H]+=221.

With the rapid development of chemical substances, we look forward to future research findings about 144584-32-7.

Reference:
Patent; Sun, Chongqing; Sher, Philip M.; Wu, Gang; Ewing, William R.; Huang, Yanting; Lee, Taekyu; Murugesan, Natesan; Sulsky, Richard B.; US2007/4772; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem