Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 821791-58-6, Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate, 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, 821791-58-6, blongs to pyridine-derivatives compound. HPLC of Formula: C9H10ClNO3

4-CHLORO-1-METHYL-6-OXO-1, 6-DIHYDRO-PYRIDINE-3-CARBOXYLIC acid ethyl ester (2.65 g, 12.3 MMOL) was dissolved in a mixture of tetrahydrofuran (16 mL), acetonitrile (16 mL) and water (8 mL). Sodium hydroxide (1.23 g, 30.8 MMOL) was added and the reaction mixture was allowed to stir at ambient temperature for 24 h. The reaction mixture was diluted with water (50 mL) and was acidified to pH 2 with 1 M hydrochloric acid and was extracted many times with ethyl acetate (about 1 L). The extracts were dried over anhydrous magnesium sulfate and concentrated in vacuo to afford an orange-tinged solid. Crystallization from methanol-ethyl acetate afforded 4-CHLORO-1-METHYL-6-OXO-1, 6-DIHYDRO-PYRIDINE-3-CARBOXYLIC acid (0.859 g, 37 % yield) as an off-white solid :’H NMR (DMSO-D6, 400 MHz) 8 13.02 (br s, 1 H), 8.58 (s, 1 H), 6.58 (s, 1 H), 3.48 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,821791-58-6, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/818; (2005); 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. 64264-15-9, name is 2-(Pyridin-2-yl)pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C9H7N3O

4-Chloro-2-pvridin-2-vl-pyrimidine; 2-Pyridin-2-yl-3H-pyrimidin-4-one, (0.945g, 5.45 mmol) was stirred in dichloromethane (25 mL) and phosphorous oxychloride (10 mL, 107 mmol) at 80C for 1 h. The phosphorous oxychloride and dichloromethane was removed by vacuo. Crushed ice (50 mL) was added to the reaction mixture followed by K2CO3 (1 M, aq. ) until pH reached 7. The resulting mixture was extracted with ethyl acetate (3×50 mL). The combined organic layers were extracted with brine (1×30 mL) and dried (MgS04). The solvent was evaporated to give the title compound (0.975 g, 93%). ‘H NMR (400 MHz, dmso-d6) 8 7.6 (t, J=5. 5 Hz, 1 H) 7.8 (d, J=5. 1 Hz, 1 H) 8.0 (td, J=7. 8,1. 2 Hz, 1 H) 8.4 (d,. J=7. 7 Hz, 1 H) 8.8 (m, 1 H) 8.9 (d, J=5. 0 Hz, 1 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, 64264-15-9, 2-(Pyridin-2-yl)pyrimidin-4-ol.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2005/82884; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1044872-40-3, 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 1044872-40-3 as follows.

To a solution of methyl 2-amino-4,6-dichloro-pyridine-3-carboxylate (300 mg, 1.357 mmol) in dry THF (7 mL) was added a 3M solution of methylmagnesium bromide in diethyl ether (1.58 mL, 4.75 mmol) dropwise under nitrogen at -60 C. The reaction mixture was stirred at -60 C to 0 C for 1 h. The progress of reaction was monitored by TLC & 1H NMR. After completion of reaction, the mixture was quenched using aqueous saturated solution of ammonium chloride and extracted with EtOAc. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by column chromatography on silica (100:200 mesh) using 10% EtOAc-hexane system as eluent to afford 2-(2-amino-4,6-dichloro-3-pyridyl)propan- 2-ol (263 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1044872-40-3, its application will become more common.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; RAI, Roopa; CHAKRAVARTY, Sarvajit; PUJALA, Brahmam; SHINDE, Bharat Uttam; NAYAK, Anjan Kumar; CHAKLAN, Naveen; AGARWAL, Anil Kumar; RAMACHANDRAN, Sreekanth A.; PHAM, Son; WO2015/103355; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 142896-15-9, 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 142896-15-9, name is Methyl 2,6-dimethylisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

120ml?CCl4?1.372g(8.3mmol)?(3)?60mg?AIBN???2.866g(16.1mmol)?NBS??????????????100W??????????8???????????????????????????200ml??NaHCO3??????????(CCl4)???????????50ml?H2O?4?????????????????100ml?H2O???????(Na2SO4)???????????????????????????????????????[?:???????-CH2Cl2(80/20)?CH2Cl2]?????????????????????????????????????????????????????????????(4)??1???????????????

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 142896-15-9, Methyl 2,6-dimethylisonicotinate.

Reference:
Patent; CIS BIO INTERNATIONAL, CIS; JP2004/509075; (2004); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 76006-11-6, 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. 76006-11-6, name is 7-Chloro-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below.

Trimethylaluminum (23.9 ml_, 47.8 mmol, 2M in toluene) was added to a vigorously stirred solution of 7-chloro-1 H-pyrazolo[3,4-c]pyridine (3.67 g, 23.9 mmol) and Pd(PPh3)4 (1 .38 g, 1.19 mmol) in THF (109 ml.) under argon. The reaction mixture was stirred at 65C for 16 h. The mixture was cooled to RT and poured into sat. aq. NH4CI. The resulting suspension was filtered, the solid washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3x). The combined organic extracts were washed with brine, dried (Phase separator) and concentrated under reduced pressure to give 7-methyl-1 H-pyrazolo[3,4- c]pyridine as a solid. MS (LC-MS): 134 [M+H]+; tR (HPLC conditions d): 0.25 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; FLOHR, Stefanie; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; RANDL, Stefan, Andreas; VULPETTI, Anna; QUANCARD, Jean; WO2014/2052; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 956010-87-0, Adding some certain compound to certain chemical reactions, such as: 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine,molecular formula is C7H4F3N3, 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 956010-87-0.

Trifluoroacetic anhydride (2.6 mL, 18.7 mmol) was added to a solution of tetrabutylammonium nitrate (5.7 g, 18.7 mmol) in dichloromethane (50 mL) cooled to 0C in an ice bath. After 5 minutes, 3-(trifluoromethyl)-lH-pyrazolo[3,4- b]pyridine (0.5 g, 2.67 mmol) was added portionwise. The resulting solution was stirred at room temperature overnight. The reaction mixture was treated with saturated aqueous sodium bicarbonate, and the layers were separated. The aqueous layer was extracted with dichloromethane. The combined organic layers were washed with saturated aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and evaporated to an oil. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (2:1) to give 5-nitro-3-(trifluoromethyl)-lH-pyrazolo[3,4-b]pyridine (0.19 g, 31%) as a solid.

According to the analysis of related databases, 956010-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 179687-79-7, 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 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 3 Preparation of N-[3-Chloro-4-(2-pyridinylmethoxy)]phenyl-2-cyanoacetamide In a 12-L multi-necked flask, 2-pyridyl carbinol (0.13 kg, 1.19 mole, 1.05 eq) was dissolved in acetonitrile (0.88 L) and to it was added potassium hydroxide flakes (85%) (80 g, 1.25 eq). The resulting suspension was warmed to 35 C. A solution of 3-chloro-4-fluoronitrobenzene (0.20 kg, 1.14 mol) in acetonitrile (1.0 L) was added at 35-40 C. The mixture was held for 18 h until reaction completion. The mixture was then cooled back to 20-25 C., quenched with water (4 L) and the resulting slurry was filtered and washed with water (3×200 mL). The resulting product was isolated as a tan solid (251 g, 84% yield). A mixture of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene (0.149 kg, 0.56 mole) and 2% (w/w) of 5% Pt/C (6.0 g, 50% water wet) in tetrahydrofuran (0.895 L) was hydrogenated in a 2-L stainless steel Parr reactor at 25 psi, 25 C. for a minimum of 8 h. The mixture was filtered through a celite pad (50 g, 15 cm diameter) and washed with tetrahydrofuran (0.45 L). The filtrate was distilled to a volume of 0.30 L and the concentrate was transferred to a 2-L multi-neck flask and used as is in the next step. To the 2-L flask equipped with mechanical stirrer, temperature probe, claisen head and condenser was added ethylcyanoacetate (0.421 kg, 3.72 mole, 6.6 eq.). The reaction mixture was heated to (100-115 C.) while removing tetrahydrofuran and ethanol. The temperature was raised to 125 C. and the mixture was held for a minimum of 24 h until the aniline starting material was consumed and no distillate was collected. The mixture was cooled to room temperature over 1 h. At 50-60 C., solids crystallized out and ethyl acetate (0.15 L) was added. The mixture was further cooled to 0-10 C. and held for 1 h. The mixture was filtered on a 15 cm diameter Buchner funnel and washed with 50 mL of the filtrate followed by pre-cooled (0-10 C.) ethyl acetate (0.15 L). The product was dried at 60 C. for a minimum of 16 h in a vacuum oven to give the titled compound (0.12 kg, 71%) as a brown solid. The product was purified by slurrying in cold ethyl acetate (1-1.3 volumes) for 1 hr. 1H NMR: delta (DMSO-d6) 10.31 (s, 1H, NH), 8.58 (dd, 1H, Ar), 7.86 (dt, 1H, Ar), 7.75 (d, 1H, Ar), 7.55 (d, 1H, Ar), 7.39-7.32 (m, 2H, Ar), 7.21 (d, 1H, Ar), 5.25 (s, 2H, OCH2Pyr), 3.88 (s, 2H, NCCH2CO).

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 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine.

Reference:
Patent; Chew, Warren; Papamichelakis, Maria; US2006/270669; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19346-43-1, 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. 19346-43-1, name is 2-Fluoro-3-nitro-4-picoline, molecular formula is C6H5FN2O2, 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.

18. Preparation of 3-Amino-2-fluoro-4-methylpyridine To a solution of 10.1 g (65 mmol) of 2-fluoro-4-methyl-3-nitropyridine in 200 mL of ethyl acetate was added 25 g (0.40 mol) of acetic acid and 0.8 g of 5 percent palladium on carbon catalyst. This mixture was shaken under 50 psig (pounds per square inch gauge) (2400 kiloPascals) pressure of hydrogen for 18 hours, was filtered, and was concentrated by evaporation under reduced pressure to obtain an oil. This oil was partitioned between dilute aqueous sodium bicarbonate and ether. The organic phase was separated, dried over magnesium sulfate, and filtered. The filtrate was concentrated by evaporation under reduced pressure and the residue was purified by column chromatography to obtain 7.2 g (88 percent of theory) of the title compound as a colorless solid, melting at 63-64 C. Nuclear Magnetic Resonance Spectrum (200 MHz (megaHertz), CDC13): 1 H: 7.4 (d, 1H, J=5.0); 6.8 (d, 1H, J=5.0); 3.7 (br, 2H); 2.1 (s, 3H); 13 C: 152.6 (d, J=229); 134.1 (d, J=8.6); 133.8 (d, J=14.5); 128.1 (d, J=27.1); 123.3, 16.4 (d, J=4.1).

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 19346-43-1, 2-Fluoro-3-nitro-4-picoline.

Reference:
Patent; DowElanco; US5602075; (1997); A;,
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. 298709-29-2, name is 3,5-Difluoropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 298709-29-2

Reference Example 15 Synthesis of intermediate compound (107) [Show Image] [Show Image] First step A solution of a compound (106) (1.0 g) in concentrated sulfuric acid (5.4 ml) and water (600 mul) was stirred at 110C for 22 hours, the mixture was poured into ice water, and the precipitated solid was collected by filtration. The solid was washed with water, and naturally dried to afford the compound (107) (1.02 g). 1H-NMR(DMSO-d6) delta: 8.08 (1H, m), 8.60 (1H, m).

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, 298709-29-2, 3,5-Difluoropicolinonitrile.

Reference:
Patent; Shionogi & Co., Ltd.; EP2305672; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine, molecular formula is C5H4ClFN2, 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. Product Details of 89510-90-7

To a solution of 2-chloro-5-fluoropyridin-4-amine (1.0 g, 6.82 mmol) in DCM (50 mL) at 0 C was addded TEA (1.046 mL, 7.51 mmol), DMAP (0.083 g, 0.682 mmol) and Boc2O (1.584 mL, 6.82 mmol). The reaction mixture was stirred at room temperature for18 h. The reaction mixture was evaporated under reduced pressure to afford crude product as a black residue. The crude product was purified by silica gel chromatography (eluted with 10% ethyl acetate in petroleum ether) to yield tert-butyl (2-chloro-5-fluoropyridin-4- yl)carbamate 79A (1.0 g, 59.4%). LCMS m/z 247.0 (M+H); rt 0.95 mm; Conditions H.

With the rapid development of chemical substances, we look forward to future research findings about 89510-90-7.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem