Tag: M.W:200-300

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. 1015609-75-2, name is 6-Iodo-1H-pyrrolo[3,2-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H5IN2

59. Compound 59: l’-Cyclobutyl-5-(lH-pyrrolo[3,2-b]pyridin-6-yl)- 3H-spiro[benzofuran-2,4′-piperidine][00361] A microwave vial was charged with intermediate 1-7 (100 mg, 0.27 mmol, 1.0 eq), 6-iodo-lH-pyrrolo[3,2-b]pyridine (66 mg, 0.27 mmol, 1.0 eq), Pd(PPh3 )4 (31 mg, 0.027 mmol, 0.1 eq), dimethoxyethane (3 mL) and aqueous sodium carbonate (1 mL, 2.0 M in water). The vial was sealed, evacuated and purged three times with nitrogen. The reaction mixture was heated under microwave irradiation at 1100C for 2 hrs, and the solids were removed by filtration and washed with ethyl acetate. Water was added, and the crude reaction mixture was extracted with ethyl acetate. The combined organic layers were washed with water and brine, and dried with sodium sulfate. The solids were removed by filtration, the filtrate was concentrated and the residue was purified by preparative TLC to give compound 59 (64mg, 66%). 1H NMR (400 MHz, CD3OD) delta: 8.75 (s, IH), 8.69 (s, IH), 8.09 (s, IH), 7.51-7.63 (m, 2H), 6.82-6.96 (m, 2H), 3.71-3.82 (m, IH), 3.42-3.60 (m, 2H), 3.05-3.26 (m, 4H), 2.30-2.46 (m, 4H), 2.14- 2.30 (m, 4H), 1.77-1.96 (m, 2H). MS (ESI): m/z 360.2 (M+H+).

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, 1015609-75-2, 6-Iodo-1H-pyrrolo[3,2-b]pyridine.

Reference:
Patent; SEPRACOR INC.; CHYTIL, Milan; ENGEL, Sharon, R.; FANG, Qun, Kevin; WO2010/144571; (2010); 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. 920979-05-1, name is 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Quality Control of 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

23.3 ethyl 5-(trifluoromethyl)pyrrolo[3,2-b]pyridine-2-carboxylate 1 ml (18.71 mmol) of concentrated sulphuric acid is added to a solution of 0.2 g (0.87 mmol) of 5-trifluoromethyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid, obtained in step 23.2, in 10 ml of ethanol. The solution is stirred at reflux for 20 hours and then cooled and concentrated under reduced pressure. The resultant residue is subsequently taken up with 50 ml of dichloromethane and then washed successively with 20 ml of a saturated aqueous solution of sodium hydrogen carbonate, 40 ml of water and 20 ml of a saturated aqueous solution of sodium chloride, dried over sodium sulphate and then concentrated under reduced pressure. 0.19 g of product is obtained, which product is used as it is in the subsequent step.

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, 920979-05-1, 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid.

Reference:
Patent; SANOFI-AVENTIS; US2009/42873; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1448427-99-3, 6-(4-Isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-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, 1448427-99-3, blongs to pyridine-derivatives compound. Formula: C10H13N5

WXBB-14 (1.99 g, 4.39 mmol, 1.00 eq, HCl) (purity 65.50%) was dissolved in anhydrous dichloromethane (25 mL) to form a suspension, and anhydrous N,N-dimethylformamide (20.00 mg, 273.64 mumol, 21.05 muL, 0.06 eq) was added. The system was stirred at 25 C. for 1 hour under N2 condition. The reaction solution was then evaporated on a rotary evaporator to become thick, added with anhydrous dichloromethane (25 mL), evaporated on a rotary evaporator to become thick, repeated three times, then added with anhydrous dichloromethane (25 mL), and added successively with WXBB-8 (1.00 g, 4.92 mmol, 1.12 eq) and diisopropylethylamine (1.14 g, 8.83 mmol, 1.54 mL, 2.01 eq). The system was stirred at 25 C. for 1 hour. The reaction solution was poured into water (100 mL) and extracted with dichloromethane (100 mL*2). The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was dried on a rotary evaporator under reduced pressure to obtain a crude product. The crude product was separated and purified with prep-HPLC: Waters Xbridge 150*25 mm 5 mum; mobile phase: [water (10 mM NH4HCO3)-ACN]; B %: 22%-52%, 10 min. WXBB-16 (300.00 mg, 673.42 mumol, 15.33% yield, 100% purity) was obtained as a white solid, 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 0.81-0.87 (m, 2H) 0.87-0.95 (m, 2H) 1.62 (s, 6H) 1.86-1.97 (m, 1H) 2.30 (s, 3H) 5.50 (quin, J=6.71 Hz, 1H) 6.81 (d, J=1.25 Hz, 1H) 7.21 (d, J=12.55 Hz, 1H) 7.46 (d, J=1.25 Hz, 1H) 7.91-7.97 (m, 1H) 8.09 (dd, J=7.65, 2.13 Hz, 2H) 8.38 (s, 1H) 8.41 (d, J=7.78 Hz, 1H) 9.07 (br d, J=15.81 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,1448427-99-3, its application will become more common.

Reference:
Patent; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211518-35-2, 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.1211518-35-2, name is Methyl 6-chloro-5-(trifluoromethyl)picolinate, molecular formula is C8H5ClF3NO2, molecular weight is 239.58, as common compound, the synthetic route is as follows.

Methyl 6-{1-[(benzyloxy)carbonyl]hydrazino}-5-(trifluoromethyl)pyridine-2-carboxylate Methyl 6-chloro-5-(trifluoromethyl)pyridine-2-carboxylate (3.00 g, 12.5 mmol), benzyl hydrazinecarboxylate (2.29 g, 13.8 mmol) and tris(dibenzylideneacetone)dipalladium (573 mg, 626 mumol) were suspended in toluene (60 ml) under argon. 1,1′-Bis(diphenylphosphino)ferrocene (694 mg, 1.25 mmol) and caesium carbonate (4.90 g, 15.0 mmol) were added and the reaction mixture was stirred at 80 C. for 3 h. The reaction mixture was admixed with water and ethyl acetate, and the organic phase was removed, washed with water and saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was purified via column chromatography (silica gel; eluent: cyclohexane/ethyl acetate 9:1, 0:1). The product-containing fractions were concentrated under reduced pressure, and 1.87 g (86% purity, 35% of theory) of the title compound were obtained. LC-MS (Method 1): Rt=1.23 min; MS (ESIneg): m/z=368 [M-H]- 1H-NMR (500 MHz, DMSO-d6) delta[ppm]: -0.007 (1.19), 0.006 (0.87), 1.160 (2.79), 1.174 (5.66), 1.189 (2.80), 1.398 (1.98), 1.988 (10.25), 2.518 (0.42), 3.038 (0.55), 3.051 (0.56), 3.852 (16.00), 4.008 (0.77), 4.022 (2.29), 4.037 (2.24), 4.051 (0.73), 4.484 (1.47), 4.496 (1.51), 4.998 (0.87), 5.036 (1.06), 5.085 (0.93), 5.125 (7.85), 5.134 (1.18), 5.146 (1.34), 5.157 (0.63), 7.107 (0.52), 7.195 (0.84), 7.221 (0.64), 7.232 (0.48), 7.238 (0.48), 7.271 (0.56), 7.287 (0.79), 7.309 (5.08), 7.316 (2.18), 7.319 (2.37), 7.326 (1.95), 7.340 (1.80), 7.364 (2.08), 7.380 (3.95), 7.394 (6.93), 7.409 (1.97), 7.416 (1.42), 7.422 (1.02), 7.482 (1.90), 7.498 (2.13), 7.532 (0.42), 8.085 (2.06), 8.101 (1.89), 8.765 (2.66), 8.849 (0.45), 9.009 (0.47), 9.367 (2.77).

The chemical industry reduces the impact on the environment during synthesis 1211518-35-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; BIBER, Nicole; BROCKSCHNIEDER, Damian; GERICKE, Kersten Matthias; KOeLLING, Florian; LUSTIG, Klemens; MEDING, Joerg; MEIER, Heinrich; NEUBAUER, Thomas; SCHAeFER, Martina; TIMMERMANN, Andreas; ZUBOV, Dmitry; TERJUNG, Carsten; LINDNER, Niels; BADOCK, Volker; MOOSMAYER, Dieter; MIYATAKE ONDOZABAL, Hideki; MOORE, Steven; SCHULZ, Alexander; (458 pag.)US2019/160048; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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,
Pyridine | C5H5N – PubChem

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;,
Pyridine – Wikipedia,
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;,
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

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