Tag: M.W:100-200

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. 132308-19-1, name is Methyl 5-chloropyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 5-chloropyridine-2-carboxylate

B. Preparation of (5-chloropyridin-2-yl)methanol To a stirring solution of methyl 5-chloropicolinate (1 g, 5.8 mmol) in methanol at room temperature under argon was added sodium borohydride (440 mg, 11.57 mmol). The reaction mixture was allowed to stir at room temperature for 1 h. The reaction mixture was concentrated under vacuum to obtain a gum. Water (15 mL) and EtOAc (30 mL) were added and the layers were separated. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated under reduced pressure to obtain 840 mg of the title compound as colorless gum. HPLC/MS: retention time=0.755 min, [M+H]+=144.

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, 132308-19-1, Methyl 5-chloropyridine-2-carboxylate.

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;,
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Reference of 1034467-80-5, 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. 1034467-80-5, name is 5-Cyclopropyl-2-fluoropyridine, molecular formula is C8H8FN, 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.

In a reaction vial designed for microwave heating, 3-cyclopropyl-4-phenoxy-l H- pyrazole (0.16 g, 0.799 mmol), 5-cyclopropyl-2-fluoropyridine (intermediate 50) (0.11 g, 0.799 mmol) and cesium carbonate (0.28 g, 0.878 mmol) were heated in dry acetonitrile (4 mL, dried over 4A molecular sieves) at 160 C for one hour. The resulting was adsorbed over silica and purified by chromatography over silica gel (cyclohexane – ethyl acetate 95/5) to yield the expected compound as an oil (0.2 g, 78 %). 5H (CDCI3): 0.72 (m, 2H); 0.85 (m, 2H); 1.03 (m, 4H); 1.93 (m, 2H); 7.09 (m, 3H); 7.31 (m, 2H); 7.40 (dd, 1H, J = 2.4 and 8.5); 7.80 (d, 1 H, J – 8.5); 8.15 (d, 1H, J – 2.4); 8.27 (s, 1H). 13C (CDC13): 7.0; 7.3; 8.7; 12.6; 11 1 .0; 1 16.2; 1 17.6; 122.5; 129.6; 135.4; 136.3 ; 140.1 ; 146.0; 148.5; 149.7; 158.7. HRMS: Calc. for C20H19N3O + H: 318.1606; Found: 318.1562.

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 1034467-80-5, 5-Cyclopropyl-2-fluoropyridine.

Reference:
Patent; INSTITUT PASTEUR; JANIN, Yves-Louis; GUILLOU, Sandrine; LUCAS-HOURANI, Marianne; MUNIER-LEHMANN, Helene; NOEL, Anne; SALANOUVE, Elise; TANGY, Frederic; VIDALAIN, Pierre-Olivier; WO2015/155680; (2015); A2;,
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Application of 60290-21-3, 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 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 4-chloro-lH-pyrrolo[3,2-c]pyridine ([60290-21-3], 4.74 g, 31.07 mmol) in DMF (72.16 mL) at 0 C was added NaH (60% dispersion in mineral oil, (0187) 1.74 g, 43.49 mmol) and the reaction mixture was warmed to rt and stirred for 30 min. Then the reaction mixture was cooled to 0 C and 2-chloro-N,N-dimethylacetamide ([2675-89-0], 3.83 mL, 37.28 mmol) was added and the reaction mixture was warmed to rt for 2 h. NaHC03 sat. sol. was added and the organic layer was extracted with EtOAc, then washed with water and brine, then dried over MgS04 and solvent was removed. The residue was purified by flash column chromatography (Heptane/EtOAc from 80/20 to 0/100) to obtain 1-1 (6.34 g, yield 68%) as a white solid.

According to the analysis of related databases, 60290-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; LEENAERTS, Joseph, Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; MARTINEZ LAMENCA, Carolina; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (110 pag.)WO2019/243533; (2019); A1;,
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Synthetic Route of 944937-53-5, 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. 944937-53-5, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridine. A new synthetic method of this compound is introduced below.

A solution of 6-bromo-1H-pyrrolo[3,2-¡ê]pyridine (54 kg from multiple batches based on wt % assay, 274 mol) in ethyl acetate from the previous step was distilled under vacuum at 45¡À5C to a volume of about 110 L (2L/kg) and then cooled to 25¡À5C. Dimethylcarbonate (33.0 kg, 367 mol) and Et3N (22.0 kg, 217 mol) were added and the mixture was distilled under vacuum at 50¡À5 C to a volume of about 85 L. N,N- dimethylformamide (82.5 kg, 1.6L/kg) was added and the mixture was distilled under vacuum at 50¡À5 C until no distillate was observed. The mixture was cooled to 25¡À5C, and dimethylcarbonate (165 kg, 1833 mol), Et3N (60.5 kg, 598 mol), and tetrabutylammonium bromide (11.0 kg) were added. The reaction mixture was heated to 88¡À5C. After 12 hours at 105-110C (jacket temperature), which corresponded to 83-85C reaction mixture temperature, HPLC analysis indicated 59.6% of the starting material remained. The jacket temperature was increased to 115-120C (corresponding to 84-87C reaction mixture temperature). After 18 hours at 115-120C (jacket temperature) HPLC analysis indicated 0.2% of the starting material remained. The mixture was cooled to 25C and then concentrated under vacuum at 55¡À5C to remove most of the dimethylcarbonate and Et3N. Next, the mixture was cooled to 25C and MTBE (340 kg) was added, followed by water (440 kg). The mixture was stirred for 30 minutes. Stirring was stopped and the mixture was left for 30 minutes for phase separation to occur. The aqueous phase was extracted with MTBE (2 x 209 kg). The MTBE phases were combined and washed with brine solution (286 kg). Activated charcoal (2.7 kg) was added to the organic phase, which was stirred for 1 hour and then filtered through a pad of Celite. The filter cake was washed with MTBE (55 kg). The organic layers were combined (750 kg, 6.45%> by HPLC-assay) and distilled to dryness to obtain the title compound as yellow oil (48.4 kg). The product was used directly 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,944937-53-5, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (2014); A1;,
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Reference of 63071-10-3, 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 63071-10-3 as follows.

[0360] A suspension OfMnO2 (7.3 g, 84 mmol) and (4-chloro-pyrindin-2-yl)methanol(1 g, 7 mmol) in CHCl3 was heated to refulx for 90 minutes. The mixture was filtered though a layer of Celite and concentrated in vacuo to afford 520 mg of 4-chloropicolinaldehyde as a white solid. HPLC 1.8 minutes and MS 142 as M=I peak.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-10-3, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/106139; (2008); A1;,
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Pyridine | C5H5N – PubChem

Reference of 851484-95-2, 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. 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde, molecular formula is C6H3ClFNO, 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.

In a 250 mL flask, 2-chloro-5-fluoropyridine-3-carboxaldehyde (4. 88 g, 31. 0 mmol) was dissolved in dioxane (103 mL) along with Boc-piperazine (5.77 g, 31. 0 mmol) and potassium carbonate (4.30 g, 31. 0 mmol). The reaction was heated to reflux with stirring for 48 hours. The mixture was then diluted with ethyl acetate (100 mL) and washed with saturated NaHC03 solution (2 x 75 mL) and saturated NaCI solution (2 x 75 mL). The organic layer was collected, dried overanhydrous Na2SO4, and then filtered. Solvent was removed iii vacuo and the residue was purified by column chromatography on silica using 9: 1 hexane/ethyl acetate as the eluent to afford 3. 0g (31%) of the 20a as a yellow solid.

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/40109; (2005); A1;,
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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. 1480-64-4, name is 3-Chloro-2-fluoropyridine, the common compound, a new synthetic route is introduced below. Quality Control of 3-Chloro-2-fluoropyridine

3-Chloro-2-fluoropyridine (5.00 g, 37.25 mmol, 1 eq.) and benzylamine (5.75 mL, 52.15 mmol, 1.4 eq.) were addedto cesium carbonate (18.21 g, 55.88 mmol, 1.5 eq.) in dimethyl sulfoxide (25 mL) and the reaction mixture wasstirred at 105 C for 7 h. After cooling to 25 C water (25 mL) was added dropwise using an ice bath to maintain thetemperature below 30C. The reaction mixture was transferred to a separation funnel. Then water (15 mL) andethyl acetate (40 mL) were added and the phases were separated. The aqueous phase was extracted with ethylacetate (2 x 50 mL). The combined organic phases were washed with water (4 x 50 mL) and brine (50 mL). Dryingover magnesium sulfate, removal of the solvent and purification by flash chromatography (2 to 3% ethyl acetate inheptanes) gave the N-benzyl-3-chloropyridin-2-amine as a white solid (6.56 g, 81%). Rf = 0.25 (5% ethyl acetate inheptanes).1H NMR (400 MHz, CDCl3): = 1H NMR (400 MHz, CDCl3): = 4.71 (d, J = 5.5 Hz, 2 H), 5.28 (br. s, 1 H), 6.57 (dd, J =7.8, 5.0 Hz, 1 H), 7.27 – 7.32 (m, 1 H), 7.33 – 7.42 (m, 4 H), 7.46 -7.51 (obs. m, 1 H), 8.07 (dd, J = 4.9, 1.6 Hz, 1 H).13C NMR (101 MHz, CDCl3): = 45.5, 113.1, 115.4, 127.3, 127.7, 128.6, 136.1, 139.3, 146.0, 153.9.LC/MS (m/z): [M + H]+ calculated for C12H12ClN2+, 219.1 ; found, 218.7

The synthetic route of 1480-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; De Gasparo, Raoul; Lustenberger, Philipp; Mathes, Christian; Schlama, Thierry; Veitch, Gemma E.; Le Paih, Jacques J. M.; Synlett; vol. 25; 9; (2014);,
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Adding a certain compound to certain chemical reactions, such as: 151213-42-2, (4aR,7aR)-Octahydro-1H-pyrrolo[3,4-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, Quality Control of (4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine, blongs to pyridine-derivatives compound. Quality Control of (4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine

Compound II (1.26g, 10mmol) and triethylamine (3.04g, 30mmol) was dissolved in 10mL of dry DMF, under stirring and cooling in an ice-water bath, slowly dropwise added triphenylmethyl chloride (TrCl; 3.07g, 11mmol) and 10mL dry DMF solution prepared. After completion of the dropwise addition, the resulting reaction mixture was stirred at room temperature for 3 hours, TLC showed the reaction was complete. The reaction mixture was poured into 120mL ice water, CH2Cl2 (50mL ¡Á 3) the combined extracts were combined, washed with brine, dried over anhydrous sodium sulfate. The desiccant was removed by suction, and the filtrate was evaporated to dryness on a rotary evaporator, the residue obtained was purified by chromatography using a column to give compound III, as a white solid,

The synthetic route of 151213-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Foshan Saivs Pharmaceutical Technology Co., Ltd.; Cai, Ziyang; (7 pag.)CN104557928; (2016); B;,
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. 88912-25-8, name is 4,6-Dichloropicolinic acid. A new synthetic method of this compound is introduced below., SDS of cas: 88912-25-8

To a stirred solution of 71 (20.0 g, 104.1 mmol) in CH3OH (200 mL) was charged with conc H2S04 (1.0 mL) at room temperature. The reaction mixture was heated at 70C for 2 h. The reaction mixture was concentrated under reduced pressure, diluted with EtOAc (100 mL) and poured into saturated NaHCO3 solution (80 mL). The layers wereseparated and the aqueous layer was extracted with EtOAc (2450 mL). The combined organic layer was washed with water (100 mL) and brine (100 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 72 [20.0 g (crude)j as a liquid. MS (MM) m/z 207.1 [M + Hj.

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, 88912-25-8, 4,6-Dichloropicolinic acid.

Reference:
Patent; IOMET PHARMA LTD.; MERCK SHARP & DOHME CORP.; COWLEY, Phillip, M.; WISE, Alan; BROWN, Thomas, J.; MCGOWAN, Meredeth, A.; ZHOU, Hua; HAN, Yongxin; (223 pag.)WO2017/7700; (2017); A1;,
Pyridine – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1658-42-0, Methyl 2-(pyridin-2-yl)acetate, 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, 1658-42-0, blongs to pyridine-derivatives compound. COA of Formula: C8H9NO2

General procedure: In a reaction tube 66.0 mg (0.4 mmol) of ethyl 2-(pyridin-2-yl)acetate (1a), 41.6 mg (0.2 mmol) of 1,3-diphenyl-2-propenone (2b), 12.65 mg (0.05 mmol) of I2 and 58.4 mg (0.4 mmol) of DTBP were added to 1.0 mL of 1,2-dichlorobenzene and stirred the reaction mixture at 120 ¡ãC, after 24 h of the reaction time, the mixture was allowed to attain room temperature, and quenched the I2 with Na2S2O3 solution, after adding 10 mL of brine solution to reaction mixture, the organic portion was extractedwith ethyl acetate (3×10 mL) and combined organic layers dried over anhydrous Na2SO4, crude mixture obtained after removal of ethyl acetate under reduced presure was purified by column chromatography to isolate 3a with 87 percent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1658-42-0, its application will become more common.

Reference:
Article; Reddy, N. Naresh Kumar; Donthiri, Ramachandra Reddy; Ravi, Chitrakar; Adimurthy, Subbarayappa; Tetrahedron Letters; vol. 57; 30; (2016); p. 3243 – 3246;,
Pyridine – Wikipedia,
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