Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To a stirred suspension of NaH (1.4 g, 58.33 mmol) in DMF (30 mL) was added 3-bromo-5-chloro 1H pyrrolo[2,3-b]pyridine 2 (7.0 g, 30.43 mmol) in DMF at 0 C. After 1h, a solution of p-TsCl (6.3 g, 33.47 mmol) in DMF (20 mL) was added slowly at the same temperature and stirred for 2 h. After completion of the reaction (as indicated by TLC), the mixture was poured in to ice cold water (200 mL), filtered the precipitated solid and dried to afford 3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine 3 (8.5 g, 22.14 mmol, 73 %) as an off-white solid. TLC system: 10% EtOAc in hexane Rf : 0.8 LCMS (ESI): m/z 386.4 [M+H]+

The synthetic route of 866546-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyridine – Wikipedia,
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Synthetic Route of 26163-03-1, 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 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-5-chloro-2-pyridinamine (5.0 g), bromoacetoaldehyde diethyl acetal (7.3 mL), p-toluenesulfonic acid monohydrate (498 mg) and ethanol (20 mL) was stirred at 80 C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give a residue. The obtained residue was washed with ethyl acetate/IPE to give the title compound (4.71 g). (1141) 1H NMR (300 MHz, DMSO-d6) delta 7.68 (1H, d, J=1.2 Hz), 7.75 (1H, d, J=1.8 Hz), 8.06 (1H, d, J=1.2 Hz), 8.91 (1H, d, J=1.8 Hz).

According to the analysis of related databases, 26163-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
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Pyridine | C5H5N – PubChem

Synthetic Route of 54718-39-7, 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.54718-39-7, name is 2,5,6-Trichloronicotinic acid, molecular formula is C6H2Cl3NO2, molecular weight is 226.4446, as common compound, the synthetic route is as follows.

Step 1: 2,5,6-trichloronicotinamide (Intermediate P) 1,1′-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6-trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif., USA) in THF (400 mL), allowing gas evolution to cease between additions. The resulting mixture was stirred for 5 min and then was degassed with house vacuum and flushed with nitrogen (*2). The resulting mixture was heated to 50 C. for 60 min, then diluted with toluene (100 mL) and concentrated to half volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mL, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 min at room temperature, diluted with EtOAc (200 mL) and washed with water (3*100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was suspended in 9:1 heptane/EtOAc (300 mL) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloronicotinamide.

Statistics shows that 54718-39-7 is playing an increasingly important role. we look forward to future research findings about 2,5,6-Trichloronicotinic acid.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); A1;,
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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

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 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

Related Products of 75806-86-9 ,Some common heterocyclic compound, 75806-86-9, molecular formula is C5H2BrClN2O2, 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.

To a solution of 2-bromo-5-chloro-3-nitro-pyridine (CAS RN: 75806-86-9, 360 mg, 1.5 mmol) in DMSO (2 ml) was added thiophene-2-sulfonic acid amide (CAS RN: 6339-87-3, 165 mg, 1.0 mmol) and K2CO3 (276 mg, 2.0 mmol). The mixture was stirred at 60C for 24 h, diluted with EtOAc, extracted with 1 M HCl, brine, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel (0%-100% EtOAc in hexanes) to yield Intermediate 9 (245 mg, 77%) as light brown solid. 1H NMR (METHANOL-d4) delta: 8.57 – 8.63 (m, 2H), 7.95 (dd, J = 4.0, 1.3 Hz, 1 H), 7.86 (dd, J = 5.0, 1.5 Hz, 1H), 7.14 (dd, J = 5.1, 4.0 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75806-86-9, its application will become more common.

Reference:
Patent; ALLERGAN, INC.; Yuan, Haiqing; Beard, Richard, L.; Liu, Xiaoxia; Donello, John E.; Viswanath, Veena; Garst, Michael E.; EP2955173; (2015); 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 60186-13-2, name is 2,4,6-Trichloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,4,6-Trichloro-3-nitropyridine

(7) (R)-1-(2,6-dichloro-3-nitropyridin-4-yl)piperidine-3-tert-butyl carbamate To 30 mL, solution of 2,4,6-trichloro-3-nitropyridine (1.14 g, 5.0 mmol) in ethanol was added triethylamine (1.4 mL, 10 mmol) at -10 C., and stirred in an ice bath. After 15 mL solution of (R)-tert-butylpiperidin-3-yl-carbamate (1 g, 5.0 mmol) in ethanol was slowly added dropwise with a constant pressure funnel, the reaction solution was stirred for 1 h at -10 C., and concentrated. The resultant crude product was subjected to silica gel column chromatography (ethyl acetate:petroleum ether=1:2) to afford 0.78 g titled product with a yield of 39.9%.

With the rapid development of chemical substances, we look forward to future research findings about 60186-13-2.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; US2012/289497; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 161117-83-5 ,Some common heterocyclic compound, 161117-83-5, molecular formula is C11H16N2O3, 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.

A 5000ml reaction vessel was charged with tert-butyl (2-methoxypyridin-3-yl)carbamate (180g, 0.8mol, 1wt) and diethyl ether (2700ml, 15vol). N, N, N, N-tetramethylethylenediamine (360ml, 2vol) was charged at room temperature and the reaction mixture cooled to -78ºC. n-Butyl lithium (2.5M in hexanes, 972ml, 5.4vol) was charged slowly over 2 hours maintaining an internal temperature below -65ºC. After complete addition the reaction mixture was allowed to warm to -15ºC and the temperature maintained at -15ºC for 2 hours. The reaction mixture was re-cooled to -70ºC and ethylene oxide charged (136g, 3.1mol, 0.75wt) over 1 hour, after complete addition the reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was cooled to 0-5ºC and quenched by the slow addition of water (1000ml, 5.5vol). The organic layer was separated and the aqueous extracted with ethyl acetate (4x 1000ml, 4x 5.5vol), the combined organics were washed with water (1000ml, 5.5vol) and dried over magnesium sulphate (100g, 0.55wt). After filtration, the organics were concentrated to give the crude material as an orange oil (272g, 1.5wt). The crude material was purified by column chromatography on silica (700g, 3.9wt) with ethyl acetate:heptanes (1:3) as eluent. Concentration of the desired fractions gave the title compound 42 as a pale yellow viscous oil (121.7g, 57%th.).1H NMR (400MHz, DMSO): d 1.41 (s, 9H), 2.71 (t, J=5.5Hz, 2H), 3.58 (m, 2H), 3.85 (s, 3H), 4.72 (m, 1H), 6.91 (d, J=4.9Hz, 1H), 7.84 (m, 1H), 7.94 (m, 1H), 8.18 (br s, 1H).

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. 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Badland, Matthew; Devillers, Ingrid; Durand, Corinne; Fasquelle, Veronique; Gaudillire, Bernard; Jacobelli, Henry; Manage, Ajith C.; Pevet, Isabelle; Puaud, Jocelyne; Shorter, Anthony J.; Wrigglesworth, Roger; Tetrahedron Letters; vol. 52; 41; (2011); p. 5292 – 5296;,
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 78760-60-8, name is 5-(Benzyloxy)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 78760-60-8

To a reflux condenser 20mL round bottom flask was added 5mL anhydrous tetrahydrofuran solution, 0.5mmol 5-benzyloxy-2-cyanopyridine,The mixture was stirred and replaced with nitrogen for three times. 1.5 mmol of methylmagnesium bromide was slowly added under the protection of nitrogen at room temperature. The whole system was heated to reflux and reacted for 3 hours.The whole reaction was poured into ice-water and extracted three times with dichloromethane, each time 20 mL, concentrated to give a white solid product, 102 mg, yield 90%.

With the rapid development of chemical substances, we look forward to future research findings about 78760-60-8.

Reference:
Patent; Anhui Hongxin Biological Technology Co., Ltd.; Zhang Yang; (4 pag.)CN106397311; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem