Month: April 2022

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. 87674-15-5, name is 1-(3-Fluoropyridin-4-yl)ethanol, the common compound, a new synthetic route is introduced below. Formula: C7H8FNO

a) 4-(l-Chloroethyl)-3-fluoropyridinel-(3-fluoropyridin-4-yl)ethanol (0.8 g, 5.7 mmol) was treated with thionyl chloride (5 mL) and the resulting mixture was heated to 80 C for 2 h. Water (10 mL) and sat. sodium bicarbonate (aq., 10 mL) was added. The product was extracted with DCM (three times). The combined organic extracts were washed with brine, dried over sodium sulphate and concentrated in vacuo. The crude product was purified by flash column chromatography (eluent heptane: ethyl acetate gradient) to yield 0.36 g (39% yield) of the title compound. 1H NMR (300 MHz, CDCl3) 8.45 (m, 2H), 7.50 (m, IH), 5.34 (q, IH), 1.83 (d, 3H).

The synthetic route of 87674-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2008/39138; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, 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. 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, 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.

6-Chloro-4-methylpyridin-3-amine (22.0 g, 154.9 mmol) was dissolved in DMF (150 mL) and treated with NIS (41.8 g, 185.9 mmol). The reaction mixture was stirred at rt overnight, then water (200 mL) was added, and the mixture was extracted with EtOAc (3×200 mL). The combined organics were concentrated in vacuo and the residue was subjected to silica gel flash chromatography eluting with Et2O-EtOAc to give 6-chloro-2-iodo-4-methylpyridin-3-amine. 1H NMR (DMSO-d6, 400 MHz): delta7.11 (s, 1H), 5.23 (s, 2H), 2.15 (s, 3H) ppm

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24207-22-5 ,Some common heterocyclic compound, 24207-22-5, molecular formula is C7H8BrNO, 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.

[0125] 2-Bromo-3-methoxy-6-methylpyridine (XXXXV) 760 mg (3.76 mmol) was dissolved in 15 ml of water, and to the resulting solution was added potassium permanganate (KMnO4) (1.49 g, 9.40mmol) and the mixture was heated at 80 C for 3 hrs. After TLC was conducted, pH was adjusted to 4 with 10% hydrochloric acid (HCl) and filtration was conducted with celite. The filtrate was extracted with 50 ml of ethylacetate (EA). The organic layer was treated with magnesium sulfate (MgSO4) and filtered, and the solution was concentrated to give the title compound as a white solid (665 mg, 2.87 mmol, 75 %) without purification. 1H NMR (400 MHz, DMSO-d6) delta 13.22 (s, OH), 8.05 (d, J = 8.0 Hz, 1H), 7.60 (d, J = 8.0 Hz, 1H), 4.02 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,24207-22-5, its application will become more common.

Reference:
Patent; Beyondbio Inc.; MIN, Changhee; OH, Byungkyu; KIM, Yongeun; PARK, Changmin; (98 pag.)EP3255042; (2017); 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. 135450-23-6, name is 6-(Chloromethyl)-2-cyanopyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 135450-23-6

[00369] 6-((((tert-Butoxy)carbonyl)amino)methyl)picolinonitrile (P31): To a solution of commercially available chloride P30 (9.66 g, 63.3 mmol) in DMF (400 mL) at ambient temperature was treated with potassium phthalimide (11.7 g, 63.3 mmol). After stirring for 5 h, the mixture was concentrated under vacuum. The remaining mixture was taken up in H20 (200 mL) and was filtered to collect the solid. The solid was washed with H20 (100 mL) and THF (100 mL) to obtain the desired phthalimide derivative (11.5 g, 69%) and was moved forward without further purification. To a solution of the crude phthalimide derivative (5.84 g, 22.2 mmol) in THF/MeOH (200 mL, 1:1, v/v) at ambient temperature was treated with hydrazine monohydrate (1.18 mL, 24.4 mmol). After 2 h, 1.0 M HC1 (24.5 mL) was added to the mixture and was stirred for another 3 h before concentrating the reaction mixture under vacuum. The remaining residue was taken up in H20 (200 mL) and the unwanted solid was removed through filtration. The filtrate was concentrated and placed under vacuum to remove the remaining H20. The crude solid was taken up in CH2C12 (175 mL) and triethylamine (9.28 mL, 66.6 mmol) and Boc2O (4.86 g, 24.4 mmol) was added. After stirring for 12 h at room temperature, the reaction was quenched with a saturated solution of NaHCO3 (200 mL), extracted with CH2C12 (3 x 150 mL), dried over MgSO4, and concentrated under reduced pressure. The residue was purified using flash chromatography (10% to 45% ethyl acetate in hexanes) to provide the aryl pyridine ?IN? fragment (2.24 g, 43%): ?H-NMR (CDC13, 400 MHz) oe 7.78 (t, J = 7.6 Hz, 1H), 7.56 (d, J = 7.6 Hz, 1H), 7.49 (d, J= 8.0 Hz, 1H), 5.51 (s, 1H), 4.44 (d, J= 5.6 Hz, 2H), 1.43 (s, 9H); ?3C-NMR (CDC13, 100 MHz) 160.1, 155.9, 137.6, 133.0, 127.0, 125.1, 117.1, 79.9, 45.5, 28.3; JR (neat) 3347, 2979, 2934, 2239, 1699, 1518, 1453, 1250, 1170, 862; HRMS (ESI) mlz calcd for C12H15N3NaO3 [M+Na1 256.1062, found 256.1062.

The synthetic route of 135450-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COLORADO STATE UNIVERSITY RESEARCH FOUNDATION; DANA-FARBER CANCER INSTITUTE, INC.; UNIVERSITY OF NOTRE DAME DU LAC; WILLIAMS, Robert, M.; BRADNER, James, E.; CLAUSEN, Dane; WIEST, Olaf, G.; NEWKIRK, Tenaya, L.; BOWERS, Albert, A.; GUERRA, Jennifer, Marie; (144 pag.)WO2016/144665; (2016); 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. 59290-82-3, name is 3-Nitroisonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Nitroisonicotinic acid

Example 87; N-MethvI-3-(2-(2-oxoindolin-5-vIamino)-5-ftrifluoromethyl)pyridin-4-ylamino)isonicotinamide; JV-Methyl-3-nitroisonicotinamide; To the mixture of 3-nitroisonicotinic acid (4.78 g, 28.4 mmol), methylamine hydrogen chloride (2.88 g, 1.5 eq), EDC (6.53 g, 1.2 eq), HOBt (4.59 g, 1.2 eq) in DMF (5OmL) was added DIEA (25 mL, 5.0 eq). The mixture was stirred at room temperature overnight. It was concentrated and the crude was dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (0%~20% MeOH/DCM) to obtain the desired product 7V-methyl-3-nitroisonicotinamide (878 mg, isolated yield 17%).

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, 59290-82-3, 3-Nitroisonicotinic acid.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2008/115369; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7477-10-3, Adding some certain compound to certain chemical reactions, such as: 7477-10-3, name is 6-Chloro-5-nitronicotinic acid,molecular formula is C6H3ClN2O4, 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 7477-10-3.

General procedure: A solution of compound 4 and different primary and secondary amines were stirred at rt for 1h, followed by extraction with EtOAc. The extract was then washed with 1N HCl, water, and brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by column chromatography (hexane/EtOAc=2:1) to give product 6 as a solid. 4.2.4.2 6-((3-Methoxyphenyl)amino)-5-nitronicotinic acid (6b) Procedure A was used with compound 5 (300 mg, 1.5 mmol) and m-anisidine (370 mg, 3.0 mmol) to afford product 6b as a yellow solid (258 mg, 53%). 1H NMR (300 MHz, CDCl3) delta: 8.90 (s, 1H), 8.73 (s, 1H), 7.38 (t, J = 7.8 Hz, 1H), 7.08 (d, J = 7.8 Hz, 1H), 6.72 (d, J = 7.8 Hz, 1H), 6.52 (s, 1H), 3.83 (s, 3H). ESI-MS: m/z (288, MH-).

According to the analysis of related databases, 7477-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Chao; Yang, Su Hui; Khadka, Daulat Bikram; Jin, Yifeng; Lee, Kyung-Tae; Cho, Won-Jea; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 985 – 995;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1241752-31-7, 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 1241752-31-7, name is 5-Bromo-2-ethoxy-3-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 5-bromo-2-ethoxy-3-methoxy-pyridine (1 .70 g, 7.33 mmol) in N,Ndimethylformamide (10 mL) was added zinc cyanide (860 mg, 7.33 mmol, 464 iL), and tetrakis(triphenylphosphine)palladium(0) (847 mg, 733 imol, 0.10 eq), the mixture was degassed with nitrogen for three times. The resulting mixture was stirred at 110 00 for 12 h under nitrogen atmosphereand then poured into water (30 mL). The mixture was then extracted with dichloromethane (50 mL x 3). The organic extracts were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to provide the crude product purified by chromatography (silica, petroleum ether ethyl acetate 50:1 Rt 0.6). The title compound, 6-ethoxy-5-methoxy-pyridine-3-carbonitrile was isolated as a white solid (820 mg, 4.60 mmol, 63 %) 1H NMR (400MHz, METHANOL-d4) O 8.08 (d,J1.8 Hz, 1H), 7.49(d, J1.8 Hz, 1H), 4.48 (q, J7.1 Hz, 2H), 3.92 -3.88 (m, 3H), 1.42(t, J7.1 Hz, 3H)

According to the analysis of related databases, 1241752-31-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUMANITY THERAPEUTICS; LUCAS, Matthew; LE BOURDONNEC, Bertrand; WRONA, Iwona; PANDYA, Bhaumik; TIVITMAHAISOON, Parcharee; OZBOYA, Kerem; VINCENT, Benjamin; TARDIFF, Daniel; PIOTROWSKI, Jeff; SOLIS, Eric; SCANNEVIN, Robert; CHUNG, Chee-Yeun; ARON, Rebecca; RHODES, Kenneth; (489 pag.)WO2018/81167; (2018); A1;,
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 41288-96-4, name is 2-Chloro-5-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-5-hydroxypyridine

2-Chloro-5-hydroxypyridine (25 g, l93mmol), potassium carbonate (53.3 g, 386 mmol), and methyl iodide (14.5 mL, 223mmol) were combined in a flask of acetonitrile (500 mL, 0.2M) under nitrogen. The reaction mixture was stirred at room temperature overnight and then diluted with water (1L). The reaction mixture was extracted with hexanes (3 x 500 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. This crude residue was purified over a pad of silica eluted with hexanes (400 mL), and the filtrate was concentrated under reduced pressure to give 2- chloro-5-methoxy pyridine as a yellow oil (21.7 g, 78.3%). ‘fl NMR (400MHz, DMSO-c/,,) d 8.13 (d, J = 2.9 Hz, 1H), 7.51- 7.47 (m, 1H), 7.45 – 7.42 (m, 1H), 3.84 (s, 3H); MS (ESI+) m/z 144.1 (M+H)+

With the rapid development of chemical substances, we look forward to future research findings about 41288-96-4.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 112110-07-3, 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 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

13-A. (5-Trifluoromethyl-pyridin-3-yl)-carbamic acid phenyl ester.; Example 7-A, 5-trifluoromethyl-pyridin-3-ylamine, (385 mg, 2.37 mmol) is taken up in THF (25 mL) and pyridine (0.38 mL, 4.75 mmol) at O 0C before phenyl chloroformate (558 mg, 3.56 mmol) is added. After 2 h, the reaction is diluted with DCM (50 mL) and washed with water (50 mL). The organic layer is separated, dried over anhydrous Na2SO/), filtered and concentrated. The residue is then separated via FCC (EtO Ac/heptanes 1:9 to EtOAc/heptanes 1 :1) to give the title compound. MS (ESI) m/z 283.0 (M+l).

According to the analysis of related databases, 112110-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ARTMAN III, Gerald David; ELLIOTT, Jason Matthew; JI, Nan; LIU, Donglei; MA, Fupeng; MAINOLFI, Nello; MEREDITH, Erik; MIRANDA, Karl; POWERS, James J.; RAO, Chang; WO2010/66684; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60588-81-0, 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. 60588-81-0, name is (3-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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.

Synthesis of 3-chloro-2-(chloromethvDpyridine (32 31 To a solution of compound 31 (300 mg, 2.1 mmol) in DCM (4 mL) was added DIE A (539 mg, 4.2 mmol) at 0 °C, then MsCl (263 mg, 2.3 mmol) was added dropwise at 0 °C. The mixture was stirred at room temperature for 3h. Water was added, and the mixture was extracted with DCM, washed with sat. NaHCO and brine, dried over a?.S04, filtered, concentrated under reduced pressure to give compound 32 (240 mg, 69 percent) as a yellow oil.

According to the analysis of related databases, 60588-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem