Tag: M.W:200-300

Reference of 3430-26-0, 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.3430-26-0, name is 2,5-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

To a solution of 2,5-dibromo-4-methylpyridine (20.00 g, 80.00 mmol) in acetonitrile (350 mL) was added sodium iodide (24.00 g, 160.0 mmol) and acetyl chloride (4.70 g, 59.9 mmol) at 0C under N2 in a 500 mL round bottom flask. The mixture was heated to 90C and stirred for 16 h. LC-MS showed the reaction was complete. The mixture was filtered, the precipitate was dissolved with DCM (50 mL) and water (50 mL), the organic layer was washed with water (30 mL x 2), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo to give the title compound, which was used directly for next step without further purification.1H NMR (CDCl3, 400 MHz): 8.39 (s, 1H), 7.60 (s, 1H), 2.33 (s, 3H). MS (ESI) m/z 297.8/299.8 (M+H).

The chemical industry reduces the impact on the environment during synthesis 3430-26-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; KUANG, Rongze; KUMAR, Puneet; DUFFY, Joseph, L.; ZHU, Cheng; ALI, Amjad; YANG, Meng; DEBENHAM, John, S.; (124 pag.)WO2018/39094; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60010-03-9, 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 60010-03-9 as follows.

c) 4-Methyl-3-nitropyridine-2,6-diamine (A 100) To 2,6-dichloro-4-methyl-3-nitropyridine A99 (100 mg, 0.483 mmol) was added 29% w/w aqueous ammonia (1.0 mL, 16 mmol). The mixture was irradiated in a microwave reactor at 130 C for 30 minutes. The mixture was cooled, diluted with water (1.0 mL) and the precipitate filtered to give a brown solid. The solid was purified by silica gel chromatography (12 g silica cartridge, 0-100% EtOAc in petroleum benzine 40-60 C) to give the title compound (0.035 g, 43%) as a yellow solid. H NMR (400 MHz, cf6-DMSO): delta 7.64 (br s, 2H), 6.97 (brs, 2H), 5.74 (d, J = 1.0 Hz, 1 H), 2.39 (d, J = 0.9 Hz, 3H). LC-MS: rt 2.67 min, m/z (positive ion) 168.2 [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,60010-03-9, its application will become more common.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; STUPPLE, Paul Anthony; WALKER, Scott Raymond; PINSON, Jo-Anne; LAGIAKOS, Helen Rachel; LUNNISS, Gillian Elizabeth; HOLMES, Ian Peter; STUPPLE, Alexandra Elizabeth; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; KERSTEN, Wilhelmus Johannes Antonius; CAMERINO, Michelle Ang; WO2014/128465; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1256810-26-0 ,Some common heterocyclic compound, 1256810-26-0, molecular formula is C7H6BrNO3, 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(4-chlorophenyl)methanamine (610 mg, 4.31 mmol), 6-bromo-3-methoxypicolinic acid (1.0 g, 4.31 mmol) and triethylamine (1.31 g, 12.9 mmol) in DCM (10 mL)was added dropwise T3P (2.74 g, 8.61 mmol) at 0C. Five minutes later, TLC indicated the reaction was complete, and the mixture was suspended in water and extracted with DCM. The organic phase was washed with brine, dried over sodium sulfate and concentrated in vacuo to give the crude 6-bromo-N-(4-chlorobenzyl)-3-methoxypicolinamide (1.3 g, yield: 87%) without further purification.?H-NMR (DM50-cl6, 400 MHz) 8.98 (t, J = 6.0 Hz, 1H), 7.69 (d, J = 8.8 Hz, 1H), 7.58 (d, J = 8.8Hz, 1H), 7.397.43 (m, 2H), 7.33 (d, J = 8.4 Hz, 2H), 4.22 (d, J = 6.4 Hz, 2H), 3.84 (s, 3H). MS(M+H): 355 / 357.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256810-26-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 685115-77-9, 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 685115-77-9 as follows.

To a mixture of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (24 mg, 0.088 mmol), 3,4-diimethoxyphenyllboronic acid (19 mg, 0.11 mmol), and tetrakis (triphenylphosphine)palladium(O) (5 mg, 5 mol%) in acetonitrile (1 ml.) was added a 0.5 M aqueous solution of sodium carbonate (0.25 ml_, 0.12 mmol). The mixture was heated at 150 0C in a microwave reactor for 45 min, then cooled to r.t. and purified on an SCX-2 cartridge (MeOH followed by 0.5 M NH3 in MeOH). The crude product was purified by preparative tic on silica gel (CH2CI2, MeOH, 10:1 ) to give impure title compound (7 mg). Further purification by preparative hplc (H2O, MeCN, 90:10-10:90, 30 min) furnished the title compound as a white solid, LC-MS (ESI, 3.5 min) R, 1.60 min, m/z 376 (100%, [M+H]+); mlz (ESI) C19H23CIN3O3 requires 376.1428 found [M+H]+ 376.1421.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,685115-77-9, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dibromo-4-methylpyridine (D2, 1.279g, 5.098mmol) was dissolved in anhydrous dimethylsulfoxide (12ml) and stirred at room temperature. Hydrazine monohydrate (0.99ml, 20.39mmol, 4eq.) was added slowly and the mixture was then stirred at room temperature for 3 hours and then at 12O0C for 18 hours. The mixture was cooled to room temperature and poured into water and the resulting precipitate was collected by filtration, washed with water and dried to give the title compound (881 mg, 85%) as a beige coloured solid. LCMS (method A): major peak, Rt = 1.60mins; MH+ 202, 204.

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/68652; (2009); A1;,
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. 40381-92-8, name is 2,5,6-Trichloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6HCl3N2

[0535] A solution of 2,5,6-trichloronicotinonitrile (30 g, 144.92 mmol, 1.00 equiv) in sulfuric acid (98%, 162 mL, 1.00 equiv) was stirred for 1 h at 60 C in an oil bath. The reaction mixture was cooled and then quenched by the addition of water/ice. The solid was collected by filtration and dried in an oven under reduced pressure. This resulted in 26 g of 2, 5, 6-trichloronicotinamide as a white solid. LC-MS (ES, m/z): 225 [M+H]+. 1H-NMR (300MHz, DMSO-<¾) delta (ppm) 9.38 (1H, s), 8.12 (1H, s), 7.95 (1H, s). 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, 40381-92-8, 2,5,6-Trichloronicotinonitrile. Reference:
Patent; ANACOR PHARMACEUTICALS, INC; JARNAGIN, Kurt; AKAMA, Tsutomu; WO2011/94450; (2011); A1;,
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. 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