Tag: M.W:100-200

Application of 1018949-67-1, 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 1018949-67-1 as follows.

General procedure: In a three neck round bottom flask (50 mL in volume) along with guard tube was charged with carboxylic acid (1.0 equiv) in 5 ml solvent combination of CH2Cl2: DMF (4:1). After few minutes stirring at room temperature the resulting suspension was cooled with an ice-water bath prior to the addition of the bis(2-oxo-3-oxazolidinyl)phosphonic chloride (1.5 equiv) and the starting compound 1a (1.0 equiv). The resulting mixture was stirred again for few minutes and then DIPEA (3.0 equiv) was added. The mixture was kept at 0 C for 30-60 min and then stirred at room temperature until the starting material was consumed as monitored by TLC analysis. Ice-water (20 mL) was added while maintaining vigorous stirring. In the cases when the indole precipitated upon addition of water, the solid was filtered off and dissolved in EtOAc (20 mL). In all other cases, the aqueous layer was extracted with EtOAc (3 × 20 mL). The extracts were combined and washed with water (2 × 50 mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified either by silica gel chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1018949-67-1, its application will become more common.

Reference:
Article; Jadhav, Jagannath; Khanapaure, Sharanabasappa; Kurane, Rajanikant; Salunkhe, Rajashri; Rashinkar, Gajanan; Tetrahedron Letters; vol. 54; 50; (2013); p. 6858 – 6863;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17228-64-7, 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.17228-64-7, name is 2-Chloro-6-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.

To a stirred solution of 9(7.00 g, 48.8 mmol) in CH3CN (25 mL) was added NBS (13.0 g, 73.1 mmol) at room temperature. The resulting mixture was refluxed for 24 h. Then the reaction was quenched with saturated aqueous Na2S2O3and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, n-hexane-EtOAc=98 : 2) to afford methoxypyridine 31(6.83 g, 63%) as a colorless solid.31: mp 64-65C; IR (film, cm-1): 1584, 1551, 1466, 1408, 1344, 1306, 1256, 1155, 1121, 1022, 1009; 1H-NMR (CDCl3, 500 MHz) delta: 7.72 (d, J=8.50 Hz, 1H), 6.58 (d, J=8.50 Hz, 1H), 3.92 (s, 3H); 13C-NMR (CDCl3, 125 MHz) delta: 162.4, 147.3, 143.8, 110.9, 110.1, 54.3; HR-MS (ESI-TOF): Calcd for C6H6BrClNO [(M+H)+] 221.9316. Found 221.9314.

Statistics shows that 17228-64-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-6-methoxypyridine.

Reference:
Article; Inai, Makoto; Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki; Chemical and Pharmaceutical Bulletin; vol. 64; 7; (2016); p. 723 – 732;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 27257-15-4 , The common heterocyclic compound, 27257-15-4, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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.

General procedure: POCl3 (5.87 ml, 63.0 mmol) was added dropwise to DMF (45 ml) at 0 C, and the mixture was stirred for 20 min at same temperature. A solution of 6-fluoro-1-methylindole (6.71 g, 45.0 mmol) in DMF (45 ml) was added slowly to the mixture at 0 C. After being stirred at room temperature for 1.5 h, the reaction mixture was poured into ice, and the resulting mixture was neutralized with 1 N NaOH and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, and concentrated to dryness. The residue was purified by column chromatography on silica gel with EtOAc as eluent to give the title compound (4.18 g, 52%) as a colorless solid.

The synthetic route of 27257-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Setoguchi, Masaki; Iimura, Shin; Sugimoto, Yuuichi; Yoneda, Yoshiyuki; Chiba, Jun; Watanabe, Toshiyuki; Muro, Fumihito; Iigo, Yutaka; Takayama, Gensuke; Yokoyama, Mika; Taira, Tomoe; Aonuma, Misato; Takashi, Tohru; Nakayama, Atsushi; MacHinaga, Nobuo; Bioorganic and Medicinal Chemistry; vol. 20; 3; (2012); p. 1201 – 1212;,
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. 13466-43-8, name is 3-Bromopyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromopyridin-2(1H)-one

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

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, 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
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. 1211534-27-8, name is 5-Fluoro-2-methoxy-3-nitropyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Fluoro-2-methoxy-3-nitropyridine

c) 5-Fluoro-2-methoxypyridin-3-amine 10% Palladium on carbon (0.300 g) was added to a solution of 5-fluoro-2-methoxy-3-nitropyridine (Preparation 5b, 0.300 g, 1.74 mmol) in ethanol (15 mL) and the reaction mixture was stirred at ambient temperature under a hydrogen atmosphere. After 5 hours, the mixture was then filtered through Celite and the filter cake was washed with ethanol. The combined filtrate and washings were concentrated to give the title compound (0.220 g, 89%) as a brown solid. LRMS (m/z): 143 (M+1)+. 1H NMR delta (300 MHz, CDCl3): 3.96 (s, 3H), 6.67 (dd, 1H), 7.39 (d, 1H).

The synthetic route of 1211534-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Almirall, S.A.; EP2527344; (2012); 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. 884495-22-1, name is 5-Bromo-2-fluoropyridin-3-amine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

2-Fluoro-5-morpholinopyridin-3-amine A stirred mixture of 3-amino-5-bromo-2-fluoropyridine (0.96 g, 5.02 mmol), L-proline (0.12 g, 1.01 mmol), potassium carbonate (1.39 g, 10.1 mmol), copper(I) iodide (0.096 g, 0.50 mmol), and morpholine (1.31 mL, 15.04 mmol) in dry DMSO (3.0 mL) was purged three times with argon and placed under vacuum three times, then the mixture was heated to 90 C. After 21.5 h, the reaction was cooled to rt, then treated with water. After extracting twice with EtOAc, the organics were combined and dried over anhydrous sodium sulfate. After filtration and concentration the residue was purified on basic alumina (10-50% EtOAc in hexanes) to afford a white solid as 2-fluoro-5-morpholinopyridin-3-amine. 1H NMR (400 MHz, DMSO-d6) delta ppm 6.96 (1H, t, J=2.6 Hz), 6.75 (1H, dd, J=9.6, 2.7 Hz), 5.25 (2H, br. s.), 3.80 (4H, m), 3.08 (4H, m). Mass Spectrum ESI (pos.) m/e: 198.1 (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, 884495-22-1, 5-Bromo-2-fluoropyridin-3-amine.

Reference:
Patent; AMGEN INC.; US2010/331293; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 85148-26-1, 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 85148-26-1, name is 3-Chloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Under an N2atmosphere, KOtBu (1.3 mmol), complex 1 (1 mol%),dioxane (2 ml), amines (1.3 mmol) and aryl chlorides (1.0 mmol)were successively added into a Schlenk tube. The mixture wasstirred vigorously at 90C for 4 h. Then the solvent was removedunder reduced pressure and the residue was purified by columnchromatography on silica gel (eluent:PE/EA = 15:1) to give the pureproducts. The reported yields are the average of two runs.The catalytic reactions have been given in Tables 4-7. The result-ing amines were identified by comparison of the1H and13C NMRdata with those previously reported (ESI).

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 85148-26-1, 3-Chloro-5-(trifluoromethyl)pyridine.

Reference:
Article; Nirmala, Muthukumaran; Prakash, Govindan; Ramachandran, Rangasamy; Viswanathamurthi, Periasamy; Malecki, Jan Grzegorz; Linert, Wolfgang; Journal of Molecular Catalysis A: Chemical; vol. 397; (2015); p. 56 – 67;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67346-74-1 ,Some common heterocyclic compound, 67346-74-1, molecular formula is C7H6N2, 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 tetrahydrofuran (3 mL) solution of (4-butyl-phenyl)-acetohydroximoyl chloride (150 mg, 0.665 mmol) described in Manufacturing Example 70-1-3 and 3-ethynyl-pyridin-2-ylamine (50 mg, 0.424 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (232 muL, 1.66 mmol) at room temperature, which was stirred for 8 hours at 50° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=4:1-2:1) to obtain the title compound (55 mg, 18percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 0.91-0.94 (3H, m), 1.31-1.40 (2H, m), 1.55-1.63 (2H, m), 2.57-2.61 (2H, m), 4.03 (2H, s), 5.53 (2H, brs), 6.26 (1H, s), 6.70-6.73 (1H, m), 7.14-7.20 (4H, m), 7.71-7.73 (1H, m), 8.11-8.13 (1H, m).

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. 67346-74-1, 3-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
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. 76006-13-8, name is 3-Bromo-1H-pyrazolo[3,4-c]pyridine, the common compound, a new synthetic route is introduced below. Safety of 3-Bromo-1H-pyrazolo[3,4-c]pyridine

ii) Preparation of 3-bromo-1-(2-chloro-6-(trifluoromethyl)benzyl)-1H-pyrazolo[4,3-b]pyridine (A-4) A mixture of 2-chloro-6-(trifluoromethyl)benzyl 4-methylbenzenesulfonate (A-2) (0.19 g, 0.51 mmol), 3-bromo-1H-pyrazolo[3,4-c]pyridine (A-3) (0.1 g, 0.51 mmol), t-BuOK (0.11 g, 1.02 mmol) and TBAI (75 mg, 0.20 mmol) in THF (5 ml) was heated at 60 C. for 14 h. The reaction mixture was cooled down, diluted with saturated NH4Cl solution (20 ml) and extracted with ethyl acetate (30 ml*2). The combined organic layers were washed with brine (20 ml), dried over anhydrous Na2SO4 and concentrated to give the title compound A-4 as a brown oil. LCMS (ESI) calc’d for C14H8BrClF3N3 [M+H]+: 390. found: 390.

The synthetic route of 76006-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barr, Kenneth J.; Bienstock, Corey E.; MacLean, John K.; Zhang, Hongjun; Beresis, Richard T.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/210687; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14432-12-3, 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 14432-12-3, name is 4-Amino-2-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-amino-2-chloropyridine (193 mg, 1.50 mmol), di-tert-butyl-di- carbonate (393 mg, 1.80 mmol) and 4-dimethylaminopyridine (1.8 mg, 0.02 mmol) in acetonitrile (5 mL) was stirred at room temperature for 18 hours. This mixture was concentrated under reduced pressure. The residue was purified by column chroma- tography on silica-gel (hexane/ethyl acetate, 20: 1) to give tert-butyl (2-chloropyridin- 4-YL) carbamate (250 mg, 73%).

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/43926; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem