Tag: M.W:200-300

Electric Literature of 912934-77-1, Adding some certain compound to certain chemical reactions, such as: 912934-77-1, name is 6-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 912934-77-1.

To a solution of compound from Example 1 step e (142 mg, 0.5 mmol) in pyridine (2 mL) was added 6-bromopyridine-2-sulfonyl chloride (128 mg, 0.5 mmol). The mixture was stirred at rt overnight. After evaporated most of the pyridine, the residue was purified by silica gel column chromatography to obtain the desired product (120 mg, 48%) as a pale-yellow foam which will be used directly for the next step.

According to the analysis of related databases, 912934-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; YU, Jianming; SHOOK, Brian, C.; BLAISDELL, Thomas, P.; KIM, In, Jong; PANARESE, Joseph; MCGRATH, Kevin; NEGRETTI-ENMANUELLI, Solymar; OR, Yat, Sun; (301 pag.)WO2017/123884; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 960289-03-6, 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.960289-03-6, name is 2-Bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one, molecular formula is C7H6BrNOS, molecular weight is 232.1, as common compound, the synthetic route is as follows.

Preparation 22; 2-(4-Fluoro-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridine-7-one; Add tetrakis(triphenylphosphine) palladium(O) (0.075g, 0.065 mmol) to a degassed solution of 2-bromo-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (0.5 g, 2.15 mmol), 4-fluorophenylboronic acid (0.30 g, 2.15 mmol), and sodium carbonate (0.46 g, 4.30 mmol) in N,N-dimethylformamide (21 mL), methanol (5 mL) and water (1 mL). Heat the reaction at 90 0C for 16 h. Allow the reaction to cool to RT and pour into water (75 mL). Filter the resulting solid and dry in vacuo at 80 0C to give 0.40 g (75%) of the title compound. MS/ES m/z 248.0 [M+H]+ .

The chemical industry reduces the impact on the environment during synthesis 960289-03-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/146758; (2007); A2;,
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. 89415-54-3, name is 5-Bromo-N2-methylpyridine-2,3-diamine, the common compound, a new synthetic route is introduced below. Formula: C6H8BrN3

A solution of 5-bromo-N*2*-methylpyridine-2,3-diamine (Stage 67.1.4, 960 mg, 4 75 mmo.) and tetramethyl orthocarbonate (Aki?ch, Buchs, Switzerland, 2 ml, 14 7 mmol) and acetic acid (0 273 ml, 4 75 mmol) was stirred for 90 min at 100 C The reaction mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3 and brine The aqueous layer was extracted with EtOAc and the combined organic layers washed with saturated aqueous NaHCO3 and with brine, then dried over Na2SO4, filtered and evaprated The crude product was dry loaded on silica gel and purifted by MPLC (DCM/MeOH 0% – 4%) to g>;ve the title compound as a green solid. (HPLC tR 2.83 mm (Method A), M+H – 242, 244 MS-ES).

The synthetic route of 89415-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109306-86-7 , The common heterocyclic compound, 109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, 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.

2- (2-bromophenyl) pyridine(40.7 g, 174.0 mmol) was dissolved in 500 ml of anhydrous THF and cooled to -78 C. 2.5 M n-BuLi (73.2 ml, 183 mmol) was slowly added thereto and stirred for 1 hour.To this reaction solution was added 9-chloro-11H-benzo [b] fluoreno [2,3-e] [1,4] dioxin-11-one (53.0 g, 165.4 mmol) obtained in the above Step 3 The temperature was then slowly raised to room temperature and stirred for 3 hours.Aqueous ammonium chloride solution was added to terminate the reaction, distilled water was added thereto, and the organic layer was extracted with ethyl acetate. The obtained organic layer was dried over Na2SO4, distilled under reduced pressure and then purified by column chromatography to obtain the compound 9-chloro-11- (2- (pyridin-2-yl) phenyl) -11H-indeno [ Benzo [b, e] [1,4] dioxin-11-ol (69.6 g, yield 80%).

The synthetic route of 109306-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Co., Ltd; Choi Tae-jin; Kim Yeong-bae; Kim Hoe-mun; (65 pag.)KR2019/30391; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1401624-81-4, 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 1401624-81-4 as follows.

A solution of 2,6-dlbromo-[1 ,2,4]trlazolo[i,5-a]pyrldlne (2.7 g, 9.7 mmol), triethylamlne (2.94 g, 29.1 mmol), and N-methylpiperazlne (1.94 g, 19.4 mmol) in toluene was refluxed overnight. The solvent was removed under vacuum, and the residue was purified by HPFC (PE: EA -1 : 1) to yield PZ972-3 (1.82 g, 63%). LC-MS: 296.1, 298.1 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1401624-81-4, its application will become more common.

Reference:
Patent; PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni; WO2012/130299; (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. 54718-39-7, name is 2,5,6-Trichloronicotinic acid. A new synthetic method of this compound is introduced below., SDS of cas: 54718-39-7

1,1 ?-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6- trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif.) in THF (400 mE), allowing gas evolution to cease between addition. The resulting mixture was stirred for 5 mm and then was degassed with house vacuum and flushed with nitrogen. The resulting mixture was heated to 50 C. for 60 mm, then diluted with toluene (100 mE) and concentrated to half the initial volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mE, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 mm at it, diluted with EtOAc (200 mE) and washed with water (3×100 mE). The organic layer was dried over anhydrous Na2504 and concentrated in vacuo. The residue was suspended in 9:1 heptane/EtOAc (300 mE) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half the initial volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloroni- cotinamide.

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, 54718-39-7, 2,5,6-Trichloronicotinic acid.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; BOOKER, Shon; GOODMAN, Clifford; REED, Anthony B.; LOW, Jonathan D.; WANG, Hui-Ling; CHEN, Ning; MINATTI, Ana Elena; WURZ, Ryan; CEE, Victor J.; (88 pag.)US2019/77801; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 851607-27-7, 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 851607-27-7 as follows.

[1037] To a stirred mixture of compound 3 (4 g, 18.1 mmol), compound 4 (4.52 g 21.72 mmol), and K2CO3 (5 g, 36.2 mmol) in DME/H2O (48 mL, v/v=5/1) was added Pd(dppf)Cl2 (668 mg, 0.91 mmol) under N2 protection. The reaction mixture was degassed with nitrogen again and refluxed overnight. The mixture was concentrated, diluted with H2O and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EA=2/1) to give compound 5 (2.8 g, 69% yield) as a pale yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,851607-27-7, its application will become more common.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13445-16-4, 3-Bromo-2,6-dimethoxypyridine, 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 3-Bromo-2,6-dimethoxypyridine, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-2,6-dimethoxypyridine

Preparation 7 (Z,E)-Ethyl 3-(2,6-dimethoxypyridin-3-yl)-3-ethoxyacrylate Bis(tri-t-butylphosphine)palladium (47 mg, 0.092 mmol)) and lithium chloride (292 mg, 0.27 mmol) were added to a flask equipped with reflux condenser, and the apparatus was evacuated under vacuum and refilled with N2 several times. To this flask was added via cannula a degassed solution of anhydrous 1,4-dioxane (8 mL) under N2, followed by 3-bromo-2,6-dimethoxypyridine (500 mg, 2.29 mmol), N,N-dicyclohexylmethylamine (540 uL, 2.52 mmol) and ethyl 3-ethoxyacrylate (1.0 mL, 6.88 mmol), and the resulting orange solution was heated to 110 C. After 20 hours, the reaction mixture was cooled to room temperature, quenched with water and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica eluting with 0-50% EtOAc/heptane to yield the title compound (604 mg, 94%) as an amber oil. 1H NMR showed the product to be composed of a 2.5:1 mixture of E/Z isomers.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13445-16-4, 3-Bromo-2,6-dimethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Carpino, Philip A.; Conn, Edward L.; Dow, Robert L.; Dowling, Matthew S.; Hepworth, David; Kung, Daniel Wei-Shung; Orr, Suvi; Rocke, Benjamin N.; Ruggeri, Roger B.; Sammons, Matthew F.; Warmus, Joseph S.; Zhang, Yan; US2013/123230; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, 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, SDS of cas: 6318-51-0, blongs to pyridine-derivatives compound. SDS of cas: 6318-51-0

General procedure: Dissolve the catalyst and potassium tert-butoxide in a mixed solvent of dichloromethane and isopropanol, mix well, then add the ketone compound A1 and stir at the temperature indicated by C1 for C2 time to obtain a third reaction solution, wherein the catalyst is relatively The molar percentage of the compound is B1, the molar percentage of potassium tert-butoxide relative to the ketone compound is B2, and the volume ratio of isopropyl alcohol and dichloromethane is D1.Filtering the third reaction solution to obtain an organic filtrate, and adding saturated saline to the organic filtrate to wash the organic filtrate, and then adding anhydrous sodium sulfate to dry the organic filtrate; A third filtrate was obtained.The third filtrate was distilled under reduced pressure to obtain a crude product of a chiral alcohol compound.The specific parameters in the preparation of alcohol compounds in Examples 2-1 to 2-18 are shown in Table 2:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, and friends who are interested can also refer to it.

Reference:
Patent; South University of Science and Technology of China; Xing Xiangyou; Xu Chen; Pan Yupeng; Chen Fumin; He Dongxu; (31 pag.)CN110526944; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 23056-47-5 ,Some common heterocyclic compound, 23056-47-5, molecular formula is C6H5BrN2O2, 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.

Step 1 [0611] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe (120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem