Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 637348-81-3, 3-Bromo-5-iodopyridin-2-ol, 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, Product Details of 637348-81-3, blongs to pyridine-derivatives compound. Product Details of 637348-81-3

Example 214b 3-Bromo-5-iodo-1-methylpyridin-2(1H)-one 214b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with DMF (50 mL), 214a (6.0 g, 20.0 mmol), iodomethane (4.26 g, 30.0 mmol), and K2CO3 (5.52 g, 40.0 mmol). The mixture was stirred at room temperature for 2 h and diluted with water (200 mL). The resulting white solid was collected by filtration to afford 214b (5.97 g, 95%) as a white solid. MS-ESI: [M+H]+ 314

At the same time, in my other blogs, there are other synthetic methods of this type of compound,637348-81-3, 3-Bromo-5-iodopyridin-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77199-09-8, 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.77199-09-8, name is Ethyl 5-bromopicolinate, molecular formula is C8H8BrNO2, molecular weight is 230.0586, as common compound, the synthetic route is as follows.

To a solution of 27 (20.0 g, 86.9 mmol) in DMF (100 mL) wereadded tributyl(vinyl)tin (28.1 mL, 95.6 mmol) and Pd(PPh3)4 (2.01 g, 1.74 mmol), and the mixture was stirred at 100 C for 2 hunder Ar atmosphere. The mixture was diluted with water(200 mL), and extracted with AcOEt (400 mL). The extracts werecombined, washed with brine (200 mL), dried over Na2SO4 andconcentrated in vacuo. The residue was purified by silica gel columnchromatography (hexane/AcOEt = 49/1 to 4/1) to give ethyl5-ethenylpyridine-2-carboxylate (16.5 g, quant.) as pale yellowoil. To a solution of obtained compound above (7.71 g, 43.5 mmol)in EtOH (77 mL) was added 10% Pd-C (1.54 g) and the mixture wasstirred at room temperature for 3 h under H2 atmosphere. The mixturewas filtered through membrane filter, and the filtrate was concentratedin vacuo to give the title compound (7.92 g, quant.) aspale yellow oil. 1H NMR (DMSO-d6) d 1.22 (3H, t, J = 7.6 Hz), 1.33(3H, t, J = 7.1 Hz), 2.71 (2H, q, J = 7.6 Hz), 4.33 (2H, q, J = 7.1 Hz),7.83 (1H, dd, J = 8.0, 2.2 Hz), 7.98 (1H, d, J = 8.0 Hz), 8.58 (1H, d,J = 2.2 Hz).

Statistics shows that 77199-09-8 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-bromopicolinate.

Reference:
Article; Ohashi, Tomohiro; Tanaka, Yuta; Shiokawa, Zenyu; Banno, Hiroshi; Tanaka, Toshio; Shibata, Sachio; Satoh, Yoshihiko; Yamakawa, Hiroko; Yamamoto, Yukiko; Hattori, Harumi; Kondo, Shigeru; Miyamoto, Maki; Tojo, Hideaki; Baba, Atsuo; Sasaki, Satoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4777 – 4791;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1201676-03-0 ,Some common heterocyclic compound, 1201676-03-0, molecular formula is C7H4Cl2N2O, 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.

A mixture of 4,6-dichloro-2,3-dihydro-pyrrolo[3,4-c]pyridin-1-one (0.655 g, 3.23 mmol), triethylamine (2.61 g, 25.8 mmol), and 5,6,7,8-tetrahydro-[1 ,2,4]triazolo[4,3- a]pyrazine hydrochloride (0.544 g, 3.39 mmol) in dioxane (7.5 ml.) is stirred in a 48 ml_ sealed tube at 12O0C for 16 h. Additional 5,6,7,8-tetrahydro-[1 ,2,4]triazolo[4,3-a]pyrazine hydrochloride (0.500 g, 3.11 mmol) is added to the mixture, which is heated again at 12O0C for 24 h. A light yellow powder is isolated by filtration of the room temperature reaction mixture (0.61 1 g, 2.10 mmol, 65%). MS(ESI) m/z 291.18 (M+1 ). 1H NMR (400 MHz, DMSOd6) delta ppm 9.1 1 (s, 1 H), 8.50 (s, 1 H), 7.01 (s, 1 H), 4.97 (s, 2 H), 4.68 (s, 2 H), 4.19 (t, J=5.31 Hz, 2 H), 4.01 (t, J=5.43 Hz, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1201676-03-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2009/150230; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 144657-66-9, 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. 144657-66-9, name is tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, molecular formula is C13H14N2O3, 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.

A mixture of l-(fer?-butyloxycarbonyl)-3-formyl-7-azaindole (Int-16, 9.8 g, 40 mmol) and sodium borohydride (1.7 g, 44 mmol) in methanol (50 mL) were stirred at rt for 4 h. TLC showed the reaction was complete. Water was added and the mixture was extracted with ethyl acetate. The combined organic phases were washed with water, brine, dried, concentrated, and purified by flash column chromatography to afford alcohol Int-17 (8.4 g, 85%).

According to the analysis of related databases, 144657-66-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCEPION PHARMACEUTICALS, INC.; JIANG, Shan; XING, Xinglong; WANG, Qishan; KONG, Ren; WO2011/23081; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 915107-31-2, 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. 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate, molecular formula is C8H8ClNO3, 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.

To a stirred solution of 6-chloro-5-methoxy-nicotinic acid methyl ester (0.5g, 2.48mmol) in anhydrous THF (20mL) cooled to 0 C under nitrogen, LiAIH4 (104mg, 2.728mmol) was added. The reaction was allowed to warm to rt for 2 hrs. The reaction was cooled to 0 C and quenched with water (5mL). Potassium sodium tartrate ( ochelle’s salt) was added to help break up the suspension. The mixture was filtered through Celite, washing well with water (20mL) and ethyl acetate (lOOmL). The filtrate was collected and the layers separated. The aqueous extracted with ethyl acetate (3 x 20mL). The combined organic layers were washed with brine (50mL), dried over MgS04 and the solvent removed in vacuo. The crude was purified by flash chromatography (silica) eluting in step gradients up to 40% Pet. Ether, 60% ethyl acetate. Pure fractions were concentrated affording the title compound (6- chloro-5-methoxy-pyridin-3-yl)-methanol as a white solid (360mg, 2.074mmol, 84% yield). [M+H]+ = 174

According to the analysis of related databases, 915107-31-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KALVISTA PHARMACEUTICALS LIMITED; DAVIE, Rebecca Louise; EDWARDS, Hannah Joy; EVANS, David Michael; HODGSON, Simon Teanby; MILLER, Iain; NOVAK, Andrew Richard; SMITH, Alun John; STOCKS, Michael John; WO2014/188211; (2014); 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. 133081-25-1, name is 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid. A new synthetic method of this compound is introduced below., Formula: C11H15N3O4

A mixture of 2-chloro-4,6-dimethyl-1,3,5-triazine (CDMT) (1.76 g, 10 mmol), 2 (2.53 g, 10 mmol) in THF (10 ml), and N-methylmorpholine (1.1 ml, 10 mmol) and after 4 h 4d (3.40 g, 10 mmol) in THF were combined as above to afford 5d as yellow solid. Compound 5d: mp 176-178 C; yield 36%; IR (KBr) nu (cm-1): 1522.7, 1636.0, 1719.2, 2853.6, 2926.7, 3251.6; 1H NMR (CD3OD) (delta ppm): 8.5 (1H, m, ArH), 8.3 (1H, d, J = 8.7 Hz, ArH), 8.0 (1H, m, ArH), 7.7 (1H, m, ArH), 7.6 (1H, m, ArH), 7.5 (1H, t, J = 5.3 Hz, ArH), 6.7 (1H, d, J = 8.9 Hz, CCHC), 4.6 (2H, s, NH), 3.9-4.0 (2H, m, NHCH2), 3.3 (3H, m, NH,CH2), 3.0 (2H, m, CH2), 2.7 (2H, m, CH2), 2.3 (1H, m, NH), 1.9 (4H, m, CH2), 1.8 (2H, m, CH2), 1.6 (4H, m, CH2), 1.3-1.4 (9H, s, BOC), 1.3 (8H, br, CH2); MS (FAB) m/z (M + 1) 575.4, 475.4, 197.1; MS-HR (FAB) Calcd for C33H46N6O3: 574.36314. Found: 575.36921 (M + 1).

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, 133081-25-1, 6-(2-(tert-Butoxycarbonyl)hydrazinyl)nicotinic acid.

Reference:
Article; Szymanski, Pawel; Markowicz, Magdalena; Mikiciuk-Olasik, Elbieta; Bioorganic Chemistry; vol. 39; 4; (2011); p. 138 – 142;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H8BrNO2

5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide: To 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and methylamine (135 mg, 11.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide (130 mg, 65%) as an off-white solid.

With the rapid development of chemical substances, we look forward to future research findings about 886365-06-6.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158049; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55404-31-4, Adding some certain compound to certain chemical reactions, such as: 55404-31-4, name is 3-Bromo-2-chloro-4-methylpyridine,molecular formula is C6H5BrClN, 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 55404-31-4.

(2) Synthesis of 3-bromo-2-methoxy-4-methylpyridine 3-bromo-2-chloro-4-methylpyridine (1 g) was added to DMF (5.6 mL). Sodium methoxide (28% solution in methanol, 4.6 mL) was added to the solution, and the mixture was stirred at 100 C. for 12 hours. The reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 5% to 30%) to give the title compound (1.1 g). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.40 (s, 3H), 4.00 (s, 3H), 6.77 (d, J=5.1 Hz, 1H), 7.94 (d, Hz, 1H).

According to the analysis of related databases, 55404-31-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 408365-87-7, 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.408365-87-7, name is Ethyl 2-(6-((tert-butoxycarbonyl)amino)pyridin-2-yl)acetate, molecular formula is C14H20N2O4, molecular weight is 280.32, as common compound, the synthetic route is as follows.

2C. (6-amino-pyridin-2-yl) acetic acid ethyl ester; To a solution of title compound 2B, (6-te;’t-butoxycarbonylamino-pyridin-2-yl) acetic acid ethyl ester, (1.38 g, 4.92 mmol) in DCM (20 ml) is added 4M HCl in dioxane (4 eq, 19.7 mmol) and the mixture is stirred for 4 h at room temperature. A further 4 eq of 4M HCl in dioxane are added and the mixture is left to stir for 16 h. The reaction mixture is concentrated in vacuo to give the title compound (1.20 g, > 100% ~14% starting material remained). LC/MS: 75% MH+, m/z 181, Rt = 0.68 mins. The product is used crude without further purification.

The chemical industry reduces the impact on the environment during synthesis 408365-87-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EVOTEC AG; WO2006/50908; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 623585-74-0, Adding some certain compound to certain chemical reactions, such as: 623585-74-0, name is Methyl 2,5-dichloroisonicotinate,molecular formula is C7H5Cl2NO2, 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 623585-74-0.

A mixture of 5-(tetramethyl- 1,3 ,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyrimidine (3 g, 10.95 mmol, 1.00 equiv), methyl 2,5-dichloropyridine-4-carboxylate (6 g, 29.12 mmol, 1.00 equiv), Pd(dppf)C12 (1.55 g, 2.12 mmol, 0.20 equiv), and potassium carbonate (8.78 g, 63.53 mmol, 5.80 equiv) in dioxane (100 mL)/water(5 mL) was stirred for 12 h at 60C under nitrogen. The reaction mixture was concentrated under vacuum. The residue purified by a silica gel column eluting with ethyl acetate/petroleum ether (1:10) to afford the title compound (1.4 g, 40%) as a white solid.

According to the analysis of related databases, 623585-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem