Tag: M.W:100-200

Synthetic Route of 1133879-69-2, 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.1133879-69-2, name is 3-Fluoro-5-vinylpyridine, molecular formula is C7H6FN, molecular weight is 123.1277, as common compound, the synthetic route is as follows.

General procedure: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

Statistics shows that 1133879-69-2 is playing an increasingly important role. we look forward to future research findings about 3-Fluoro-5-vinylpyridine.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
Pyridine – Wikipedia,
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Electric Literature of 83766-88-5, 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.83766-88-5, name is 2-(tert-Butoxy)pyridine, molecular formula is C9H13NO, molecular weight is 151.21, as common compound, the synthetic route is as follows.

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

Statistics shows that 83766-88-5 is playing an increasingly important role. we look forward to future research findings about 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 127356-38-1, 2-Methoxy-5-nitropyridin-4-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, Recommanded Product: 2-Methoxy-5-nitropyridin-4-amine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Methoxy-5-nitropyridin-4-amine

A solution of 15.51 g of 2-methoxy-5-nitropyridin-4-amine (example E7) in 1.55 l methanol is treated with 4.65 g Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture is filtered through a plug of celite and the filtrate is concentrated under vacuum. The resulting residue is treated with 181 ml formic acid and the mixture is refluxed for 50 h. The formic acid is distilled off and the residue is repeatedly purified by flash chromatography (neutral alumina oxide, ethyl acetate / methanol) to yield the title compound. 1H NMR (200 MHz, D6-DMSO): delta = 3.87 (s, 3H), 6.85 (d, J = 0.9 Hz, 1H), 8.24 (s, 1 H), 8.54 (d, J = 0.9Hz, 1 H), 12.5 (bs, 1 H). MS (MH+ found) = 150.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,127356-38-1, 2-Methoxy-5-nitropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; 4SC AG; EP2017277; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.832715-99-8, name is 6-(tert-Butyl)nicotinic acid, molecular formula is C10H13NO2, molecular weight is 179.22, as common compound, the synthetic route is as follows.SDS of cas: 832715-99-8

A solution of 6-(tert-butyl)nicotinic acid (1 , 1 .8 g, 10.05 mmol) in thionyl chloride (20 mL) was heated at 70 C for 3 h. The reaction mixture evaporated completely and dried to afford the title compound 6-(tert-butyl)nicotinoyl chloride (2, 1.8 g, crude) as a brownish liquid. The crude product was as such taken to next step without any purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,832715-99-8, 6-(tert-Butyl)nicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; CADENT THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank; FANGER, Christopher; XU, Yuelian; (252 pag.)WO2018/119374; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 886365-00-0 ,Some common heterocyclic compound, 886365-00-0, molecular formula is C6H5Cl2N, 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: A mixture of 6 (1.55 mmol), 2 (0.77 mmol), and i-Pr2NEt(1.55 mmol) in toluene (unless otherwise stated) (0.77 ml) was stirred at 120 C in a sealed tube for 16 h. The mixture was allowed to cool to room temperature. Purification method A: the mixture was concentrated and the residue was purified by reverse phase automatedpreparative HPLC. Purification method B: the mixture was concentrated and the residue was purified by flash column chromatography (SiO2). Purification method C: the mixture was diluted(DCM), washed (satd Na2CO3), dried (filtered through a Biotage phase separator), and concentrated. The residue was purified by reverse phase automated preparative HPLC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-00-0, its application will become more common.

Reference:
Article; Mammoliti, Oscar; Quinton, Evelyne M.; Loones, Kristof T.J.; Nguyen, Anh Tho; Wouters, Johan; Van Lommen, Guy; Tetrahedron; vol. 69; 5; (2013); p. 1669 – 1680;,
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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Chloromethyl)-5-methylpyridine hydrochloride

A mixture of N-((1S,2S)-2-hydroxycyclohexyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (Intermediate 13), (110 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (72 mg) and cesium carbonate (302 mg) in DMF (3.6 mL) was stirred at rt overnight. The reaction mixture was filtered and the filtrate was reduced in vacuo. The residue was purified by column chromatography to give the desired compound (142 mg). LCMS: m/z 379.63 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.20-1.87 (m, 6H) 2.15 (d, J=11.5 Hz, 2H) 2.32 (s, 3H) 2.53 (s, 3H) 3.60 (d, J=3.3 Hz, 1H) 3.83-3.98 (m, 1H) 5.56-5.69 (m, 2H) 6.56 (d, J=6.2 Hz, 1H) 6.92 (d, J=3.9 Hz, 1H) 7.39 (d, J=7.7 Hz, 1H) 8.35 (d, J=4.7 Hz, 1H) 8.42 (s, 1H) 9.28 (d, J=6.4 Hz, 1H)

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, 71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52605-96-6, Adding some certain compound to certain chemical reactions, such as: 52605-96-6, name is 2-Chloro-3-methoxypyridine,molecular formula is C6H6ClNO, 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 52605-96-6.

To a solution of 2-chloro-3-methoxypyridine (50 g, 0.348 mol) in THF500 mLat -78 C was added LDA (1.0 M in THF, 418mL, 0.418 mmol) dropwise. After addition, the mixture was stirred at -78 C for 30 minutes then dry ice was added to the reaction during 30 minutes. The reaction was quenched with 5% w/v aqueous NaOH (200 mL) and the aqueous layer was washed with EtOAc (200 mL×2). The organic fractions were discarded and the pH of the aqueous Iayer was adjusted to 2 with a 6 M aqueous HCl solution. The aqueous layer was extracted with EtOAc (30 mL×3) and the combined organic fractions dried by Na2SO4, filtered and concentrated to give the desired compound as a yellow solid (35 g, 53.8%).

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. 52605-96-6, 2-Chloro-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; KALDOR, Stephen W.; (0 pag.)WO2020/86616; (2020); 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. 36178-05-9, name is 3-Bromo-2-fluoropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C5H3BrFN

2-fluoro-3-bromo-pyridine (1 mmol) was added to a 25 ml reaction tube.Pentamidine hydrochloride (1.2 mmol), sodium tert-butoxide (3 mmol),H2O (0.5 mL) diethylene glycol dimethyl ether (2.5 mL).The reaction was carried out at 130 ° C for a reaction time of 24 hours.Cool to room temperature.The reaction was quenched by the addition of 10 mL of ethyl acetate. The mixture was washed with 6 mL of brine, and the organic phase was separated, and the aqueous phase was extracted with ethyl acetate three times (each ethyl acetate was 6 mL). Drying, the solvent was distilled off under reduced pressure, and the organic solvent and the organic solvent were separated, and the organic solvent was separated by column chromatography to give the desired product in a yield of 89percent.

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, 36178-05-9, 3-Bromo-2-fluoropyridine.

Reference:
Patent; Wuyi University; Li Yibiao; Huang Guoling; Huang Shuo; Liao Chunshu; Zhong Zhengrong; Zhong Jingyi; (11 pag.)CN109232402; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

Synthesis of 2-bromo-5-(chloromethyl)pyridine hydrochloride (264): (6- Bromopyridin-3-yl)methanol (1) (1.0 g, 5.3 mmol) was dissolved in CH2C12 (15 mL), SOCl2 (3 mL, 42 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 2 h and concentrated under reduced pressure to give 2-bromo-5- (chloromethyl)pyridine hydrochloride (263) as white solid (1.3 g, 98% yield). LCMS: m/z 205.1 [M+H]+; = 1.78 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/3166; (2015); 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. 76006-11-6, name is 7-Chloro-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 7-Chloro-1H-pyrazolo[3,4-c]pyridine

Trimethylaluminum (23.9 mL, 47.8 mmol, 2M sol. 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 then 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 k): 0.25 min.

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, 76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; SIMIC, Oliver; VULPETTI, Anna; ROGEL, Olivier; WO2012/93101; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem