Month: April 2022

Reference of 717843-51-1 ,Some common heterocyclic compound, 717843-51-1, 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.

(3) Synthesis of 3-bromo-5-chloro-2-methoxy-4-methylpyridine 3-bromo-2-methoxy-4-methylpyridine (100 mg) was added to DMF (575 muL). NCS (72.5 mg) was added to the solution, and the mixture was stirred at 80 C. for three hours. The reaction mixture 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 (100 mg). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.51 (s, 3H), 3.98 (s, 3H), 8.02 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,717843-51-1, its application will become more common.

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

Synthetic Route of 53636-68-3 , The common heterocyclic compound, 53636-68-3, name is 3-Amino-5-chloropicolinic acid, molecular formula is C6H5ClN2O2, 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 2;. Preparation of 3-Amino-5-chloro-pyridine-2-carboxylic acid methyl ester; Heat at 90 C a mixture of 5-chloro-3-nitro-pyridine-2-carbonitrile (1.0 g, 5.90 mmol) and tin (II) chloride (6.79 g, 29.5 mmol) in ethanol (10 mL) for 3 h. Evaporate the solvent under reduced pressure, add a solution of 35% hydrochloric acid (5 mL) and reflux the mixture for 6 h. Concentrate the reaction in vacuo to dryness and dissolve the resulting residue in methanol (20 mL). Add thionyl chloride (0.95 mL, 7.08 mmol) at room temperature and heat the mixture at 90 C for 24 h. Remove the solvent under reduced pressure, add ethyl acetate, and wash with a saturated solution of sodium bicarbonate. Separate the organic layer, dry over sodium sulfate, filter, and concentrate under reduced pressure. Purify the residue using silica gel chromatography, eluting with ethyl acetate to afford the title compound (0.77 g, 70%). H-NMR (CDCl3, 3 00 MHz): 8 3.97 (s, 3 H) ; 5.85 (bs, 2 H) ; 7.06 (d, J = 2.0 Hz, 1H), 7.97 (d, J = 2.0 Hz, 1H).

The synthetic route of 53636-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97805; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 185315-53-1, Adding some certain compound to certain chemical reactions, such as: 185315-53-1, name is 3-Chloro-2-(chloromethyl)pyridine,molecular formula is C6H5Cl2N, 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 185315-53-1.

General procedure: A mixture of N-tert-butyl-7-(3,3-difluoropyrrolidin-l-yl)-3H-triazolo[4,5-d]pyrimidin-5- amine (25 mg, 0.08 mmol), NEt3 (14.6 mg, 0.144 mmol) and l-(bromomethyl)-2- (trifluoromethyl)benzene (26.8 mg, 0.112 mmol) in 2 mL DMF was stirred at room temperature for 5 h. The mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt . After evaporation of the product containing fractions 5.2 mg (14 %) of the title compound was isolated. MS(m/e): 456.4 (MH+). Example 78. N-[(3S)-l-[3-[(3-Chloropyridin-2-yl)methyl]-5-(2,2-dimethylpropoxy)triazolo[4,5- d]pyrimidin-7-yl]pyrrolidin-3-yl]acetamide; In analogy to the procedure described for the synthesis of N-tert-butyl-7-(3,3- difluoropyrrolidin-l-yl)-3-[[2-(trifluoromethyl)phenyl]methyl]triazolo[4,5-d]pyrimidm amine (example 22) the title compound was prepared from N-[(3S)-l-[5-(2,2- dimethylpropoxy)-3H-triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-yl]acetamide and 3- chloro-2-(chloromethyl)pyridine. MS(m/e): 459.4 (MH+).

According to the analysis of related databases, 185315-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ROEVER, Stephan; ROGERS-EVANS, Mark; NETTEKOVEN, Matthias; SCHMITT, Sebastien; GRETHER, Uwe; KIMBARA, Atsushi; WO2015/32769; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15862-50-7, 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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below.

Step 2 Scheme 38:a bTo a solution of a ( 6.8 g , 29 mmol ) in 78 mL of EtOH and l OmL of H20 was added 0.8 mL of cone. HC1 and iron powder ( 49 g ,174 mmol ) with stirring. The resulting solution was heated at 80C under a nitrogen atmosphere for 3 hrs and cooled to room temperature. The reaction mixture was filtered and the filtrate was concentrated to afford b (5.1 g, 86%) as a brown-yellow residue, which was used directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GENZYME CORPORATION; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; MAZITSCHEK, Ralph; CLARDY, Jon, C.; WIRTH, Dyann; WIEGAND, Roger; URGAONKAR, Sameer; BANIECKI, Mary, Lynn; CORTESE, Joseph; CELATKA, Cassandra; XIANG, Yibin; SKERLJ, Renato; BOURQUE, Elyse, M.j.; WO2011/53697; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 182275-70-3 , The common heterocyclic compound, 182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, 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.

The mixture of Preparation Ria (1.0 g, 6.51 mmol)), 2-iodo-6-methoxy-pyridine (2.35 g, 9.77 mmol, 1.5 eq.), copper(I)-iodide (125 mg, 0.65 mmol, 0.1 eq.), potassium-phosphatetribasic (2.76 g, 13 mmol, 2 eq.), (1R,2R)-(-)-1,2-diaminocyclohexane (74 mg, 0.65 mmol,0.1 eq.) in PDO (50 ml) was stirred under inert atmosphere for 4 hours at 100 C. The inorganics was filtered off and the filtrate was evaporated. The resulted residue was purified by flash chromatography (DCM).

The synthetic route of 182275-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; WEBER, Csaba; VASAS, Attila; MOLNAR, Balazs; KISS, Arpad; MACIAS, Alba; MURRAY, James Brooke; LEWKOWICZ, Elodie; GENESTE, Olivier; CHANRION, Maia; DEMARLES, Didier; (105 pag.)WO2017/212012; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6938-06-3, Adding some certain compound to certain chemical reactions, such as: 6938-06-3, name is Butyl nicotinate,molecular formula is C10H13NO2, 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 6938-06-3.

Single crystal of I was prepared by the slow diffusion of two solutions, FeSO4*(NH4)2SO4*6H2O (0.106 mmol, 41.9 mg), ascorbic acid (0.104 mmol, 20.9 mg), and K[Au(CN)2] (0.200 mmol, 58.2 mg) in 10 mL of water using a small vial. The small vial was placed in a large vial, where the butyl nicotinate reacts with the mother solution through vapor diffusion.

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. 6938-06-3, Butyl nicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ueno, Shoutaro; Kawasaki, Takeshi; Kitazawa, Takafumi; Okabayashi, Jun; Bulletin of the Chemical Society of Japan; vol. 88; 4; (2015); p. 551 – 553;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1221171-70-5, 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 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-Chloro-2-trifluoromethoxy nicotinic acid (37); At 0 0C, diisopropylamine (1.3 g, 1.8 mL, 12.6 mmol, 1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 8.3 mL, 12.6 mmol, 1 eq) in THF (25 mL). At -100 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 2.5 g, 12.6 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 4 h at – 85 0C. The mixture was then poured onto an excess of freshly crushed dry ice before being treated with an aqueous solution of sodium hydroxide (5%, 25 mL). The resulting aqueous layer was collected, washed with diethylether (15 mL) and acidified to pH 4 by dropwise addition of hydrochloric acid (6 N, 8 mL). After extraction with ethyl acetate (3 x 20 mL), the combined organic layers were dried over sodium sulfate before being evaporated to afford pure 6-chloro-2-trifluoromethoxy nicotinic acid (37, 1.9 g, 7.9 mmol, 69%) as a white powder; m.p. 139-142 0C.1H NMR (CDCl3, 300 MHz): delta = 8.32 (d, J = 8.2 Hz, 1 H), 7.29 (d, J= 8.2 Hz, 1 H). -19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75 MHz): delta = 167.5, 154.2, 153.4, 145.3, 122.1, 119.3 (q, 7 = 260 Hz), 113.5. – C7H3ClF3NO3 (241): calcd. (%) C 34.81, H 1.25, N 5.80; found C 34.88, H 1.32, N 5.78.

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 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1083197-78-7, 4-(Trifluoromethyl)nicotinaldehyde, 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: 4-(Trifluoromethyl)nicotinaldehyde, blongs to pyridine-derivatives compound. Recommanded Product: 4-(Trifluoromethyl)nicotinaldehyde

General procedure: A solution of lithium hydroxide (0.8 mg, 0.03 mmol) and 2′-methoxyacetophenone (26 mg, 0.157 mmol) in absolute methanol (1.5 mL) was stirred at room temperature for 15 min. To the resulting mixture was added a solution of 2-(trifluoromethyl)-3-pyridinecarboxaldehyde (6a, 28 mg, 0.16 mmol) in absolute methanol (15 mL). The reaction was stirred overnight at room temperature (approx. 18 h). The reaction was then concentrated on a rotary evaporator and the resulting oily residue purified by chromatography on silica gel using a gradient of 0-100% ethyl acetate in hexane to provide the desired product (17 mg, 35%) as a light yellow waxy solid. Prepared using the general method from lithium hydroxide (3 mg, 0.125 mmol)), 2′-methoxyacetophenone (94 mg, 0.625 mmol)) and 4-trifluoromethyl-3-pyridinecarboxaldehyde (6c, 111 mg, 0.635 mmol) in absolute methanol (final reaction volume = 4 mL). The reaction mixture was purified by chromatography on silica gel (gradient of 0-100% ethyl acetate in hexane) to give the desired product as a yellow oil (104 mg, 54%). 1H NMR (CDCl3) delta 8.99 (s, 1H), 8.70 (d, J = 5.5 Hz, 1H), 7.81 (dd, J = 15.8, 2.0 Hz, 1H), 7.63 (dd, J = 7.6, 1.8 Hz, 1H), 7.51 (d, J = 5.5 Hz, 1H), 7.46 (dt, J = 8.4, 1.8 Hz, 1H), 7.42 (d, J = 15.8 Hz, 1H), 7.00 (t, J = 7.6 Hz, 1H), 6.94 (d, J = 8.4 Hz, 1H), 3.94 (s, 3H). 13C NMR (CDCl3) delta 191.2, 158.5, 151.4, 150.7, 149.4, 136.1, 134.2, 133.9, 132.4, 130.9, 129.1, 128.2, 121.7, 119.5, 111.6, 55.6. HRMS (FAB): calcd C16H12F3NO2 + H = 308.0898, found 308.0900.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1083197-78-7, 4-(Trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Lounsbury, Nicole; Mateo, George; Jones, Brielle; Papaiahgari, Srinivas; Thimmulappa, Rajash K.; Teijaro, Christiana; Gordon, John; Korzekwa, Kenneth; Ye, Min; Allaway, Graham; Abou-Gharbia, Magid; Biswal, Shyam; Childers, Wayne; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5352 – 5359;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 124870-33-3, Adding some certain compound to certain chemical reactions, such as: 124870-33-3, name is Methyl 2-(3-cyanopyridin-4-yl)acetate,molecular formula is C9H8N2O2, 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 124870-33-3.

Preparation of Intermediate 4-(2-hydroxyethyl)nicotinonitrile (I-65b) NaBH4 (228 mg, 6.023 mmol) was added portion wise over a period of 20 minutes to a solution of methyl 2-(3-cyanopyridin-4-yl)acetate (I-65a: 530 mg, 3.011 mmol) in ethanol (6 mL) at 0 C. and the resulting reaction mass was stirred at 0 C. for 4 hours. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mass was quenched with saturated NH4Cl solution and extracted using ethyl acetate. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (2% methanol in DCM) afforded 100 mg of the product (22.42% yield). 1H NMR (300 MHz, CDCl3): delta 8.85 (s, 1H), 8.7 (d, 1H), 7.4 (d, 1H), 4.0 (t, 2H), 3.1 (t, 2H). LCMS: 99.03%, m/z=149.1 (M+1)

According to the analysis of related databases, 124870-33-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra; US2014/45872; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 4487-56-3, Adding some certain compound to certain chemical reactions, such as: 4487-56-3, name is 2,4-Dichloro-5-nitropyridine,molecular formula is C5H2Cl2N2O2, 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 4487-56-3.

Sledeski, A.W.; Kubiak, G.G. ; O’Brien, M.K. : Powers, M.R.; Powner, T.H. ; Truesdale, L.K. J. Org. Chem. 2000, 65, 8114-8118. In a 250 mL round-bottomed flask was 2,4-dichloro-5-nitropyridine (4.27 g, 22.13 mmol), (0082) POTASSIUM FLUORIDE (3.86 g, 66.4 mmol), and 18C6 (0.936 g, 3.54 mmol) in NMP (15 mL) to give a tan suspension. The mixture was heated at 100C under nitrogen for 3 h. LCMS showed complete conversion to a new peak. The mixture was then partitioned between water and ether (with some hexane: better for getting rid of NMP). The organic layer was washed with water, brine, dried and concentrated to a tan oil. It became solid (2.8 g, 79%) when cooled in frige. The material was used as is.

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. 4487-56-3, 2,4-Dichloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (45 pag.)WO2018/98413; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem