Day: April 21, 2022

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

Intermediate 46: N-(4-bromopyridin-2-yl)-N-methylacetamide A/-(4-Bromopyridin-2-yl)acetamide (for a preparation see Intermediate 45, 406 mg, 1.888 mmol) was dissolved in DMF and cooled to 0C. Sodium hydride (60 % w/w) (91 mg, 2.266 mmol) was added and the mixture was stirred for 15 minutes, lodomethane (142 muIota, 2.266 mmol) was added at rt and the reaction was stirred for 2 h. Water was added and the product was extracted with diethyl ether (x 4). The combined organics were evaporated to leave a residue which was purified by silica gel column chromatography (50-100 % EtOAc/cyclohexane). Fractions containing product were combined and concentrated in vacuo to give the title compound as a colourless oil (252 mg, 1.100 mmol, 58.3 % yield). LCMS (2 min, High pH): Rt = 0.69 min, MH+ 229/231

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 905563-79-3 ,Some common heterocyclic compound, 905563-79-3, molecular formula is C7H6ClNO2, 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.

(S)-N- [( 1 Z -(2-Chloro-4-methoxypyridin-3 -yDmethylidene] -2-methylpropane-2- sulfmamide (0640) To a solution of 2-chloro-4-methoxypyridine-3-carbaldehyde (15 g, 87.4 mmol) in THF (180 mL) at 0C were added sequentially 2-methylpropane-2-sulfinamide (11.72 g, 96.7 mmol), tripotassium phosphate (56.0 g, 264 mmol) and dipotassium hydrogen phosphate (46.0 g, 264 mmol). The cooling bath was removed and the resultant suspension was stirred at r.t. for 18 h. The reaction mixture was filtered through celite, – – (0641) washing through with EtOAc. The filtrate was diluted with EtOAc (250 mL) and washed with brine (200 mL), then dried over anhydrous sodium sulfate, filtered and evaporated in vacuo. The crude material was purified by flash column chromatography (Si02, 0-50% EtOAc in heptane) to afford the title compound (22.0 g, 94%) as a pale yellow solid. 5H (500 MHz, CDCls) 8.88 (s, 1H), 8.33 (d, J5.8 Hz, 1H), 6.88 (d, J 5.8 Hz, 1H), 3.96 (s, 3H), 1.29 (s, 9H). LCMS Method 1 (ES+) RT 1.51 minutes, 275/277 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,905563-79-3, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; SANOFI; DELIGNY, Michael Louis Robert; HEER, Jag Paul; (86 pag.)WO2017/167993; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97004-04-1, Adding some certain compound to certain chemical reactions, such as: 97004-04-1, name is (6-Chloropyridin-3-yl)methanamine,molecular formula is C6H7ClN2, 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 97004-04-1.

The acid 3-(5-carboxyindol-2-yl)indazole and the 5-(aminomethyl)-2-chloropyridine dissolved in 5 ml of CH2Cl2 are introduced into a 30 ml round-bottomed flask. The EDC and the HOBt dissolved in 5 ml of CH2Cl2 are then added at room temperature under nitrogen. The reaction mixture is stirred at room temperature under nitrogen for 24 hours. A sufficient amount of DMF to fully dissolve the reaction medium is added. A further 0.355 mmol of the reagents EDCI and HOBt are then added. The reaction medium is stirred at room temperature for 5 hours and then poured into water and extracted with EtOAc. After drying and concentrating, 268.5 mg of a yellow oil are thus obtained, which product is purified by chromatography on silica (Biotage), eluting with a 99.5/0.5, 98/2, 95/5, 91/10 CH2Cl2/MeOH mixture by volume. 23.9 mg of 3-(5-(N-(2-chloropyrid-5-yl)methyl)carboxamideindol-2-yl)indazole are thus obtained in the form of a beige-coloured powder. 118.6 mg of a mixture are also obtained, which mixture is repurified by chromatography on a column of 60H silica (12 g), eluting with 99/1, 98/2 CH2Cl2/MeOH by volume. Two fractions of comparable purity of 3-(5-(N-(2-chloropyrid-5-yl)methyl)carboxamideindol-2-yl)indazole are thus obtained (41.8 mg and 49.6 mg, respectively) in the form of whitish powders.

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. 97004-04-1, (6-Chloropyridin-3-yl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aventis Pharma S.A.; US2004/242559; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 150114-71-9, 4-Amino-3,6-dichloropicolinic acid, 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: 150114-71-9, blongs to pyridine-derivatives compound. SDS of cas: 150114-71-9

24. Preparation of Methyl 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylate A solution of 4-amino-3,6-dichloropyridine-2-carboxylic acid (1100 g, 5.31 mol), 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane-bis(tetrafluoroborate) (2100 g, 5.93 mol) in water (6000 mL) was warmed to 65 C. for six hours. After cooling to ambient temperature, the reaction mixture was stirred an additional eighteen hours. The solution was concentrated and the resulting solid washed with 6 N hydrochloric acid (5*1000 mL) and dried to give 4-amino-3, 6-dichloro-5-fluoropyridine-2-carboxylic acid (757 g, 3.53 mol. 58% purity). This crude material was added to methanol (3000 ML) which had been saturated with anhydrous hydrogen chloride and the reaction mixture was warmed to 45 C. for two hours. The solution was added with vigorous stirring to ice water (4000 mL) and the resulting solid collected. The crude ester was dissolved in ethyl acetate (1000 mL) and washed with saturated sodium bicarbonate solution (2*1000 mL), dried, and concentrated. The resulting solid was recrystallized from ethyl acetate/hexanes to give methyl 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylate (402.5 g, 1.67 mol), mp 128-131 C.

The synthetic route of 150114-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Balko, Terry William; Buysse, Ann Marie; Epp, Jeffrey Brian; Fields, Stephen Craig; Lowe, Christian Thomas; Keese, Renee Joan; Richburg III, John Sanders; Ruiz, James Melvin; Weimer, Monte Ray; Green, Renard Antonio; Gast, Roger Eugene; Bryan, Kristy; US2003/114311; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 189230-41-9, 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. 189230-41-9, name is 2-Bromopyridine-3,4-diamine. A new synthetic method of this compound is introduced below.

A mixture of intermediate 22 (1.8 g, 9.57 mmol) and 4-fluoro-benzoic acid (1.34 g, 9.57 mmol) in polyphosphoric acid (25 g) was stirred and heated at 180 0C for Ih. The r.m. was cooled to r.t, and water was added. The resulting sol. was neutralized with K2CO3, and the resulting precipitate was filtered off and washed with water. Yield: 1 g of crude intermediate 23, which was used as such in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,189230-41-9, 2-Bromopyridine-3,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; WU, Tongfei; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; ZAJA, Mirko; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; DE CLEYN, Michel, Anna, Jozef; OEHLRICH, Daniel; WO2010/89292; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914942-88-4, 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. 914942-88-4, name is tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate. A new synthetic method of this compound is introduced below.

A1.12 (201 mg, 0.5 mmol), bis(triphenyiphosphine) palladium dichloride (21mg, 0.03 mmol), 3-bromophenylacetylene (113 mg, 0.65 mmol) copper iodide EPO W(4.3mg, 0,025 mmol) and diisopropylethylamine (0.2mL 1.5 mmol) were suspended in DMF (2.5mL) and degassed by bubbling a stream of nitrogen through the reaction for several minutes. The reaction was then heated to 75 0C for 30 minutes and was concentrated and purified by silica gel chromatography (hexane/ethylacetate gradient) to yield A75.1. (281 mg 123%) LCMS: RT = 3.47min M+H+ = 458.19. The material was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914942-88-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 90145-48-5, 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. 90145-48-5, name is 5-Bromopyridine-2-carboxamide, molecular formula is C6H5BrN2O, 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.

(i) (S)-tert-Buty l-(2-(4-(6-carbamoylpyridin-3-yl)phcyanoethylcarbamoyl)cyclohexylcarbamateA solution of (S)-tert-butyl l-(l-cyano-2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate (Example 23 step (i),300 mg), potassium acetate (178mg) and 4-bromopicolinamide (121mg) in mixture of acetonitrile (15 mL) and water (5 mL), was stirred under an atmosphere of nitrogen. 1,1 ¾z’5(di-tert-butylphosphino)ferrocene palladium dichloride (12 mg) was added and the mixture heated at 90 C for 4h. After standing at rt for 24h the reaction mixture was concentrated to dryness and the residue purified on silica gel using ethyl acetate as eluant to afford the subtitled comound (450 mg). m/e (APCI+) 492 [M+H]+

According to the analysis of related databases, 90145-48-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; FORD, Rhonan; KINCHIN, Elizabeth; MATHER, Andrew; METE, Antonio; MILLICHIP, Ian; STANIER, Andrew Geoffrey; WO2011/154677; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16744-81-3, Adding some certain compound to certain chemical reactions, such as: 16744-81-3, name is 4-Methoxypicolinaldehyde,molecular formula is C7H7NO2, 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 16744-81-3.

General procedure: A mixture of 6-(3 -hydroxypropoxy)-4-(6-(piperazin- 1 -yl)pyridin-3 -yl)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile hydrochloride (Intermediate P51; 12.1 mg, 0.0292mmol), 5-chloropicolinaldehyde (8.26 mg, 0.0583 mmol) and NaBH(AcO)3 (18.5 mg, 0.0875mmol) in DCE (583 tL) was stirred for 1 day at ambient temperature. The mixture was purified directly by C18 reverse phase (5-95percent ACN/ water with 0.1percent TFA as the gradient eluent) to afford the title compound (17.1 mg, 95percent yield). MS (apci) m/z = 504.2 (M+H).

According to the analysis of related databases, 16744-81-3, the application of this compound in the production field has become more and more popular.

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19235-89-3, 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 19235-89-3 as follows.

Step 3. Preparation of 4-(2-(cyclohexylmethylamino)benzo[d]thiazol-6-yloxy)picolinonitrile To the reaction mixture of 2-(cyclohexylmethylamino)benzo[d]thiazol-6-ol (18 mg, 0.068 mmol) in 0.4 ml of NMP was added Cesium Carbonate (56 mg, 0.171 mmol) and stirred at RT for 1-3 minutes. To this mixture was added 4-chloropicolinonitrile (19 mg, 0.136 mmol). The reaction mixture was stirred at 60 C. for 5 hours or until done by LC. The crude reaction mixture was filtered, purified on prep HPLC and lyophilized to give 4-(2-(cyclohexylmethylamino)benzo[d]thiazol-6-yloxy)picolinonitrile as TFA salt (9.8 mg). ES/MS m/z 365.1 (MH+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19235-89-3, its application will become more common.

Reference:
Patent; Novartis AG; US2008/45528; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 109613-90-3, 2-Chloro-3-fluoro-4-nitropyridine, 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-Chloro-3-fluoro-4-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-3-fluoro-4-nitropyridine

A solution of 2-aminoethanol (0.67 mL; 11 mmol) cooled to 0 C was treated with 2-chloro-3-fluoro-4- nitropyridine (2.00 g; 11 mmol) and stirred for 0.5 h. A solid was formed, which was then purified by column chromatography (silica gel; PE : EA; 1 :1 to 0:1 ; v/v) to afford 2-[(2-chloro-4-nitro-3- pyridyl)amino]ethanol (1.68 g) as an orange solid. ‘H-NMR (400 MHz, CDC13) delta ppm: 7.85 (d, J= 5.6 Hz, 1H), 7.68 (d, J= 5.6 Hz, 1H), 3.89 – 3.85 (m, 2H), 3.56 – 3.52 (m, 2H).

The synthetic route of 109613-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; RICHALET, Florian; WEILER, Sven; EL SHEMERLY, Mahmoud; LANE, Heidi; (131 pag.)WO2019/72978; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem