Tag: M.W:200-300

Application of 1180132-17-5, 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 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5a (0.10 g, 0.33 mmol) and 9a (0.07 g, 0.33 mmol) in 1,4-dioxane (2 mL), were added Cs2CO3 (0.21 g, 0.65 mmol), Pd2(dba)3 (0.03 g, 0.03 mmol) and XantPhos (0.03 g, 0.06 mmol). The mixture was heated to 120 C for 60 min with microwave, then cooled to room temperature, diluted with water (10 mL), and extracted with DCM (40 mL × 3). The combined organic layers were washed with water (40 mL) and brine (40 mL), dried over anhydrous Na2SO4, concentrated under vacuum, and purified by silica gel column chromatography (DCM / MeOH = 20:1) to give compound 10a (0.02 g, 12.40%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz), delta: 9.97 (s, 1H), 8.68 (d, 1H), 8.17 (d, 2H), 8.06 (s, 1H), 7.70 (m, 2H), 4.22 (m, 2H), 3.43 (s, 2H), 3.01 (m, 2H), 2.69 (m, 2H), 2.33 (m, 10H), 0.96 (m, 3H). MS (ESI): mass calcd. for C26H28F2N8 490, m/z found 491 [M+H] +.

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 1180132-17-5, 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine.

Reference:
Article; Wang, Yan; Liu, Wen-Jian; Yin, Lei; Li, Heng; Chen, Zhen-Hua; Zhu, Dian-Xi; Song, Xiu-Qing; Cheng, Zhen-Zhen; Song, Peng; Wang, Zhan; Li, Zhi-Gang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 974 – 978;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 112006-75-4, 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.112006-75-4, name is N,N-Dimethyl-2-sulfamoylnicotinamide, molecular formula is C8H11N3O3S, molecular weight is 229.26, as common compound, the synthetic route is as follows.

7) A mixture of 100 ml of water and 105 ml of acetone was added,Cooled to 0 C, 0.08 mol of potassium carbonate was added,Stir to make it fully dissolved;8) control the temperature within 5 ,0.12 mol of methyl chloroformate was added dropwise,In 30 minutes drop finished,At the bottom of the flask there is a white solid;

Statistics shows that 112006-75-4 is playing an increasingly important role. we look forward to future research findings about N,N-Dimethyl-2-sulfamoylnicotinamide.

Reference:
Patent; Jiangsu Changqing Biological Technology Co., Ltd.; Yu Guoquan; Sun Xialin; Ding Huaping; Zhou Peng; Yuan Yu; Lv Jiahang; (7 pag.)CN106749183; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 669066-91-5 ,Some common heterocyclic compound, 669066-91-5, molecular formula is C6H3BrFNO2, 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 solution of 5-bromo-3-fluoropyridine-2-carboxylic acid (2.7 g, 12.27 mmol, 1 equiv.) and H2S04 (5 mL) in MeOH (10 mL) was stirred at 85 C for 1 hour. The mixture was basified to pH 7 with saturated NaHCO3. The resulting mixture was extracted with EA (3x) and evaporated to afford the title compound (2.3 g) as off white solid. ESI-MS m/z= 233.90[M+Hjt

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. 669066-91-5, 5-Bromo-3-fluoropicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; OR, Yat, Sun; BLAISDELL, Thomas, P.; SHOOK, Brian, C.; KIM, In, Jong; (98 pag.)WO2018/226801; (2018); 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. 75308-46-2, name is tert-Butyl 2,6-dichloroisonicotinate. A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 2,6-dichloroisonicotinate

To a solution of 2,6-dichloro-isonicotinic acid tert.-butyl ester (780 mg, 3.14 mmol), and 2,4,6-trivinylcyclotriboroxane pyridine complex (640 mg, 2.66 mmol, prepared according to F. Kerins, D. F. O’Shea J. Org. Chem. 67 (2002) 4968-4971) in DME (12 mL), a solution of 2 M aq. K2CO3 (3 mL) followed by Pd(PPh3)4 (30 mg, 0.041 mmol) and PPh3 (50 mg, 0.187 mmol) is added. The mixture is stirred at 100 C. for 15 h before it is cooled to rt, diluted with ether and washed with 1 N aq. NaOH solution (3×30 mL). The aq. phase is extracted once more with ether and the combined org. extracts are dried over Na2SO4, filtered and evaporated. The crude product is purified by CC on silica gel eluting with heptane:EA 5:1 to give 2,6-divinyl-isonicotinic acid tert-butyl ester (703 mg) as a colourless oil; LC-MS: tR=1.03 min, [M+1]+=232.01.

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, 75308-46-2, tert-Butyl 2,6-dichloroisonicotinate.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2010/63108; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 80194-68-9, 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 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

A solution of the carboxylic acid (0.3 mmol) in N,N-dimethylformamide (5 ml) was cooled to 0 C. Consecutively, 1 -hydro xybenzotriazole hydrate (52 mg, 0.38 mmol), 0-(benzotriazol-l- yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (143 mg, 0.38 mmol), (R)-3-(5-amino- 2-fluoro-phenyl)-3-methyl-[l,4]oxazepan-5-one hydrochloride (intermediate C13A) (74 mg, 0.27 mmol), and N-ethyldiisopropylamine (124 mg, 0.94 mmol) were added, and the mixture was stirred at 0 C for 10 minutes, then left at room temperature for 16 hours. For the workup, the reaction mixture was evaporated to dryness and the residue directly purified by chromatography on a Silicycle-Si-amine column using a gradient of heptane and ethyl acetate as the eluent.Intermediate C14AStarting from 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid and (R)-3-(5-amino-2- fluoro-phenyl)-3-methyl-[l,4]oxazepan-5-one hydrochloride, the 3-chloro-5-trifluoromethyl- pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[ 1 ,4]oxazepan-3-yl)-phenyl] -amide was obtained as a light yellow foam. MS (ISP): m/z = 446.1 [M+H]+.

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 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; SIENA BIOTECH S.P.A.; BANNER, David; GUBA, Wolfgang; HILPERT, Hans; HUMM, Roland; MAUSER, Harald; MAYWEG, Alexander, V.; NARQUIZIAN, Robert; POWER, Eoin; ROGERS-EVANS, Mark; ROMBACH, Didier; WOLTERING, Thomas; WOSTL, Wolfgang; WO2011/138293; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 65515-28-8, 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. 65515-28-8, name is Methyl 2,6-dichloronicotinate. A new synthetic method of this compound is introduced below.

A 250 mL eggplant flask was sequentially charged with methyl 2,6-dichloronicotinate (8.24 g, 40 mmol), 4-bromophenol (6.92 g,40 mmol), and 50 mL of N, N-dimethylformamide for dissolving them. Triethylamine (7.2 mL, 52mmol) was added dropwise under stirring at room temperature, and after completion of the dropwise addition, triethylenediamine (672 mg, 6 mmol) was added. The mixture was stirred at room temperature for 4-5 hours and the solutionchanged from clear to turbid. Thin layer chromatography [V (petroleum ether) / V (ethyl acetate) = 6/1] detected thatmost of the raw material disappeared. Then, 1.30 mL of HOAc, 25 mL of isopropanol and 15 mL of ice water weresequentially added while the solution changed from turbid to clear, and stirred at room temperature for 0.5 hour. 40 mLof water was slowly dropwise added, and after completion of the dropwise addition, stirred at room temperature for 2hours. A large number of white solid precipitated and was filtered. The filter cake was washed with a mixed solution ofisopropyl alcohol / water = 1: 1 and dried under vacuum at 50 C for 8 hours to obtain 11.48 g of methyl 6-(4-bromophenoxy)-2-chloronicotinate as a solid, 83.92%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-28-8, its application will become more common.

Reference:
Patent; Shenyang Sunshine Pharmaceutical Co., Ltd.; ZHOU, Yunlong; CAI, Suixiong; WANG, Guangfeng; JIAO, Lingling; MIN, Ping; JING, Yu; GUO, Ming; (44 pag.)EP3275881; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 25391-60-0, 2-Chloro-3-iodo-5-nitropyridine, 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 25391-60-0, blongs to pyridine-derivatives compound. Product Details of 25391-60-0

In a 100 mL round bottom flask, a mixture of 2-chloro-3-iodo-5-nitropyridine (250 mg, 0.88 mmol), methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (0.06 mL, 0.44 mmol) and Copper(l) iodide (25 mg, 0.13 mmol) in dimethylformamide was heated at 70 °C for 3 h under hydrogen atmosphere. Another 0.03 mL methyl 2,2-difluoro-2-(fluorosulfonyl)acetate was added and the mixture was heated at 70 °C for 16 h. The reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure to afford the crude which was purified by column chromatography to give 2-chloro-5-nitro-3-(trifluoromethyl)pyridine (41 mg, 21 percent).

The synthetic route of 25391-60-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 66572-56-3 ,Some common heterocyclic compound, 66572-56-3, molecular formula is C6H4BrNO2, 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 5: synthesis of N-(5-(2-bromoisonicotinamido)-2-methylphenyl)thieno[2,3- b]pyrazine-6-carboxamide (30)A solution of 2-bromoisonicotinic acid (160 mg, 0.792 mmol), HATU (331 mg, 0.871 mmol) and DIPEA (0.655 mL, 3.96 mmol) in DMF (8 mL) was stirred at rt for 10 min. N-(5-amino-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide hydrochloride 29 (248 mg, 0.871 mmol) was added and stirred at rt for 3 h. Quenched in 3% citric acid solution and the resulting precipitate was collected. Triturating with acetonitrile gave N-(5-(2-bromoisonicotinamido)-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide (30) (163 mg, 44%). (m/z) = 468 and 470 (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. 66572-56-3, 2-Bromoisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; FOLMER, Brigitte, Johanna, Bernita; MAN, de, Adrianus, Petrus, Antonius; GERNETTE, Elisabeth, Sophia; CORTE REAL GONCALVES AZEVEDO, Rita; IBRAHIM, Hemen; WO2011/147764; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 171178-46-4, 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid, 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, HPLC of Formula: C11H13ClN2O4, blongs to pyridine-derivatives compound. HPLC of Formula: C11H13ClN2O4

(d) Methyl 5-(tert-butoxycarbonylJ-l-chloroisonicotinate. To a solution of 5-(tert-butoxycarbonyl)-2-chloroisonicotinic acid (1 g, 3.7 mmol) in dry DMF (10 mL), was added NaH (60% suspension in mineral oil, 0.37 g, 9.24 mmol) in small portions with stirring and cooling with an ice-bath. After the addition, the reaction mixture was treated with MeI (0.524 mL, 9.24 mmol) dropwise, and then stirred at room temperature for 1 hour. The reaction mixture was poured into water and stirred at room temperature for 3 hours. The precipitate was filtered and dried in vacuo to afford the title compound as a solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,171178-46-4, 5-((tert-Butoxycarbonyl)amino)-2-chloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; WO2008/76425; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1563-56-0, 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. 1563-56-0, name is (2-Amino-5-bromophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below.

38.6 g (139 mmol) of (2-amino-5-bromophenyl)-pyridin-2-yl-methanone of formula (A) and 45.2 g (153 mmol) of (2S)-2- (benzyloxycarbonylamino) -5-methoxy-5-oxo-pentanoic acid were dissolved in 200 mL of dichloromethane at a temperature of about 15C. The solution was cooled at -10C, and a previously prepared solution containing 32.2 g (156 mmol) of N,N?dicyclohexylcarbodiimide in 65 mL of dichloromethane was slowlyadded at said temperature. The reaction mixture was kept under stirring at a temperature of about -10C for 48 hours, and the salts resulting from the reaction were then filtered at a temperature of about 15C.The reaction solvent was removed by means of distillationwith a vacuum at the maximum temperature of 25C, and 250 mL ofmethyl-tert-butylether were added. The obtained mixture was heated at 50C and then slowly cooled at a temperature of about 25C. The resulting solid was filtered and oven-dried at 50C.72.3 g (93.6%) of a very slightly yellowish solid correspondingto methyl (4S)-4-(benzyloxycarbonylamino)-5-[4-bromo-2-(pyridine-2-carbonyl)aniline]-5-oxo-pentanoate of formula (I-B)were thereby obtained. The purity of the obtained products wasanalyzed by means of the ultra high performance liquidchromatography technique in Waters Acquity HClass equipment,equipped with a variable wave detector and temperature-controlled oven for the column. Figure 2 shows the 1H-NMRspectrum. 1H-NMR (CDC13, 400 MHz) (ppm) : 11.43 (1H, s) , 8.73(1H, d) , 8.56 (1H, d) , 8 (1H, d) , 7.93 (1H, s) , 7.92 (1H, s)7.67 (1H, dd) , 7.52 (1H, m) , 7.35 (SH, m) , 5.71 (1H, d) , 5.04(2H, m), 4.45 (1H, m), 3.65 (3H, s), 2.50 (2H, m), 2.31 (1H, m),2.07 (1H, m)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1563-56-0, its application will become more common.

Reference:
Patent; MOEHS IBERICA, S.L.; SANCHEZ CASALS, Carles; DOBARRO RODRIGUEZ, Alicia; (66 pag.)WO2019/72944; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem