Month: March 2022

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 117873-72-0, name is 2,6-Dibromo-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,6-Dibromo-4-methoxypyridine

(1) 3-(trifluoromethyl) phenol (3.34 g; 0.0187*1.1 mol) was dissolved in dimethyl formamide (about 30 ml). Further, sodium hydride [0.78 g (ca. 60% in mineral oil), 0.0187*1.0 mol] and then 2,6-dibromo-4-methoxy pyridine (5.00 g, 0.0187 mol) were added to the solution. The obtained solution was stirred at about 120 C. for about 2 hours and, thereafter, allowed so as to stand and cooled to room temperature. The obtained reaction solution was distributed in hexane-saturated sodium bicarbonate water. The organic phase separated from the reaction solution was washed with saturated brine, and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained purified product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield weight: 3.23 g; yield percentage: 50%; solid; melting point: 57 to 60 C.; 1 H-NMR (60 MHz, CDCl3, delta): 3.75(3H, s), 6.26(1H, d, J=2 Hz), 6.75(1H, d, J=2 Hz), 7.0-7.6(4H, complex).

With the rapid development of chemical substances, we look forward to future research findings about 117873-72-0.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US6159901; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19235-89-3, Adding some certain compound to certain chemical reactions, such as: 19235-89-3, name is 4-Chloropyridine-2-carbonitrile,molecular formula is C6H3ClN2, 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 19235-89-3.

To a stirred solution of cyclohexanol (2.84 g, 3.00 mL, 2.84 mmol) in 1-methyl-2-pyrrolidinone (20 mL) was added sodium hydride (1.19 g of 60% dispersion, 29.8 mmol) in small portions over 5 minutes. After stirring for an additional 5 minutes, 2-chloro-4-cyanopyridine (3.75 g, 27.0 mmol) was added and the resulting red-brown solution was heated at 100 C. for 10 minutes. The reaction mixture then was poured onto ice. The mixture was diluted with water and extracted with ether. The combined organic phases were washed with water and brine, dried (magnesium sulfate) and concentrated to provide a yellow oil. Flash chromatography over silica (hexanes/ethyl acetate) afforded 4.17 g (76%) of the desired product as a cloudy oil which solidified on standing: 1H NMR (CDCl3) delta 8.44 (d, J=5.8 Hz, 1H), 7.17 (d, J=2.4 Hz, 1H), 6.95 (dd, J=2.4, 5.8 Hz, 1H), 4.40-4.33 (m, 1H), 1.98-1.95 (m, 2H), 1.82-1.79 (m, 2H), 1.60-1.52 (m, 3H), 1.45-1.32 (m, 3H) ppm. 13C NMR (CDCl3) delta 164.3, 152.2, 135.0, 117.3, 116.4, 113.9, 76.4, 31.1, 25.2, 23.4 ppm.

According to the analysis of related databases, 19235-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genzyme Corporation; US2005/176761; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 87674-15-5 ,Some common heterocyclic compound, 87674-15-5, molecular formula is C7H8FNO, 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.

Example 2; 2-Bromo-1 -(3«fluoropyridin-4-yl)ethanone hydrobromide; Into a stirred solution of 3-fluoropyridine (14 g, 144.2 rnmol) in anhydrous THF (150 mL), cooled to -780C and under argon, 79.2 mL (158.6 mmol) of a 2N solution of lithiumdiisopropylamsde (LDA) in n-heptane, THF, ethylbenzene, were slowly dropped in about 1h. After stirring for 2.5h a cooled solution (ca. 0DC) of acetaldehyde (8.9 mL, 158.5 mmot) in 25 mL of anhydrous THF was slowly dropped and the reaction mixture was stirred at -78C for 1.5 h. The solution was warmed to -30C and a solution of ammonium chloride (15Og) in 700 mL of water was added. The mixture was extracted with ethylacetate (3 x 400 ml_) and the organic layers were washed with brine (4 x 200 mL) and dried over sodium sulfate. After concentration, the oil was crystallized with n-hexane (40 mL) and 15.6 g (76% yield) of 1-{3- fiuoropyridin-4-yl)ethanol were obtained. A mixture of 1-(3-fiuoropyridin-4-y.)ethanoi (10 g, 70.3 mrnol) and commercial activated MnO2 (8 g, 92.1 mmol) in toluene (100 mL) were refluxed until disappearance of starting material. After cooling, the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3- f.uoro-4-acetyi pyridine (6.9 g, 70%) that was used directly in the next step. To a stirred solution of 3-flu?ro-4-acetyipyridine (5.3 g, 38.1 mmol} in glacial acetic acid (14 mL) and 48% hydrobromic acid (5.3 mL), bromine (2 mL, 38 mmol) in glacial acetic acid (5.3 mL) was added slowly and dropwise. After addition, the solution was stirred at 60DC for 2.5 hour. This solution was cooled down and ethylacetate (70 mL) was added. After 30 minutes of stirring, the mixture was filtered and the solid was washed thoroughly with ethylacetate and dried. The title compound was obtained in 82% yield (9.4 g).1H NMR (DMSOd6 /400 MHz) delta ppm 4.88 (s, 2 H) 7.83 (dd, 1 H) 8.62 (dd, 1 H) 8.81 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,87674-15-5, its application will become more common.

Reference:
Patent; PFIZER ITALIA SRL; WO2007/96334; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 153813-70-8, 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 153813-70-8, name is 3-Nitroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of N-(4-trifluoromethoxyphenyl) 3-aminothiophene-2-carboxamide 3 (302 mg, 1 mmol) in 15 mL ethyl acetate was added 3-nitro pyridine-4-carboxaldehyde 4 (182.4 mg, 1.2 mmol) and trifluoroacetic acid (228 mg, 2 mmol). Sodium borohydride (50 mg,1.3 mmol) was added as a solid over 1 min and the reaction mixture was allowed to stir for 1 h or until the amine was completely consumed as monitored by TLC (n-hexane:EtOAc, 60:40). Sodium hydroxide (10% w/v solution) was added to the reaction mixture to make the solution alkaline (pH 8-9). The phases were allowed to separate and the organic layer was collected, washed with brine, dried over sodium sulfate and concentrated to afford crude yellow product. This crude product was subjected to flash column chromatography (n-hexane:EtOAc, 60:40) to the yield the desired product 5 as a yellow solid (390 mg, 89%). m.p. 130-131 C; TLC (60% n-hexane: 40% EtOAc) Rf = 0.60; 1H NMR (CDCl3, delta ppm): 9.36 (s, 1H, Ar), 8.76-8.77 (d, 1H, J = 5.1, Ar), 8.01-8.04 (br t, 1H, NHCH2), 7.62-7.64 (d, 1H, J= 5.2 Hz, Ar), 7.58-7.60 (d, 2H, J = 8.8 Hz, Ar), 7.26-7.28 (m, 1H, Ar), 7.21-7.23 (d, 2H, J = 8.4 Hz, Ar), 7.12 (br s, 1H, NHCO), 6.48-6.49 (d, 1H, J = 5.4 Hz, Ar), 4.96-4.97 (d, 2H, J = 6.4 Hz, NHCH2); IR (CDCl3, cm-1): 1714, 1363 (-NO2), 1221, 1091, 914, 733, 647; Anal.: Calcd for C18H13F3N4O4S: C, 49.32; H, 2.99; N, 12.78; Found: C, 49.50; H, 3.00; N, 12.81.

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 153813-70-8, 3-Nitroisonicotinaldehyde.

Reference:
Article; Patel, Jay P.; Kuang, Ye-Hong; Chen, Zhe-Sheng; Korlipara, Vijaya L.; Bioorganic and medicinal chemistry letters; vol. 21; 21; (2011); p. 6495 – 6499;,
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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H5BrN2O3

The title compound (Intermediate 65, 6.20 g, 32.9 mmol) was prepared in four steps from 3-bromo-2-methoxy-5-nitropyridine (Intermediate 64, 20.0 g total, 85.8 mmol),tributyl(1-ethoxyvinyl)stannane (31.1 g total, 86.1 mmol) andtetrakis(triphenylphosphine)palladium(0) (5.97 g total, 5.17 mmol) in DMAC (200 mL total) in a microwave reactor at 135C for 15 mm (reactions were carried out in 10 equal scale batches under identical conditions); aqueous HC1 (1M, 93.0 mL) in THF (95 mL) at rt for 2 h; DAST (27 mL) at 50C for 16 h; and iron powder (10.3 g, 184 mmol) and ammonium chloride (17.7 g, 331 mmol) in EtOH/water (5:2, 140 mL) at 80C for 4 h, using the methods of Intermediate 56.

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, 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CHRISTOPHER, John Andrew; BUCKNELL, Sarah Joanne; CONGREVE, Miles Stuart; TEHAN, Benjamin Gerald; NONOO, Rebecca Helen; BROWN, Giles Albert; SWAIN, Nigel Alan; MILLS, Mark; (111 pag.)WO2019/86902; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73112-16-0 , The common heterocyclic compound, 73112-16-0, name is 2,6-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, 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.

1A Preparation of 2-bromo-4-methyl-6-(3-trifluoromethyl-1H-pyrazol-1-yl)-pyridine A mixture of 2,6-dibromo-4-methylpyridine (33 mmol, obtained according to the method disclosed by WO 94/22833), 3-trifluoromethyl-1H-pyrazole (21 mmol), potassium carbonate (45 mmol) and N,N-dimethylformamide ((50 mL) is heated at 90 C. for 4 hours. The reaction mixture is partitioned between ethyl acetate ands water. The separated organic phase is washed with brine, dried over sodium sulfate and evaporated in vacuo to provide an oily residue which is purified by flash chromatography. To yield 1.9 g of the title compound.

The synthetic route of 73112-16-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US6448204; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083057-12-8, 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 1083057-12-8 as follows.

tert-Butyl-3-(3-methylpyridin-2-yl)benzoate (1.0 eq) is dissolved in EtOAc (6 vol). Water (0. 3 vol) is added followed by urea-hydrogen peroxide (3 eq). The phthalic anhydride (3 eq) is added portion-wise as a solid to maintain the temperature in the reactor below 45 0C. After completion of phthalic anhydride addition, the mixture is heated to 45 0C. After stirring for an additional 4 hours, the heat is turned off. 10% w/w aqueous Na2Stheta3 (1.5 eq) is added via addition funnel. After completion of Na2Stheta3 addition, the mixture is stirred for an additional 30 minutes and the layers separated. The organic layer is stirred and 10% w/w aq. Na2Ctheta3 (2 eq) is added. After stirring for 30 minutes, the layers are allowed to separate. The organic phase is washed 13% w/v aq NaCl. The organic phase is then filtered and concentrated to afford crude 2-(3-(tert-butoxycarbonyl)phenyl)-3- methylpyridine- 1 -oxide (95%) that is used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1083057-12-8, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; YOUNG, Christopher; WO2010/37066; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 51173-05-8, 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 51173-05-8, name is 5-Fluoro-2-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

a) 5-Fluoro-3-nitropyridin-2-ol A mixture of concentrated sulphuric acid (1 mL) and fuming nitric acid (1 mL) was added dropwise to a stirred, cooled (ice-bath) mixture of 5-fluoropyridin-2-ol (1.20 g, 10.6 mmol) and concentrated sulphuric acid (2.7 mL). The mixture was warmed to ambient temperature and then to 85 C. After 2 hours, the mixture was cooled and poured onto ice-water. The precipitate was filtered and dried to give the title compound (0.72 g, 43%) as a yellow solid. LRMS (m/z): 157 (M-1)+. 1H NMR delta (300 MHz, DMSO-d6): 8.28 (s, 1H), 8.67 (s, 1H).

According to the analysis of related databases, 51173-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2527344; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17322-91-7, 1H-Pyrrolo[3,2-b]pyridin-5(4H)-one, 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 1H-Pyrrolo[3,2-b]pyridin-5(4H)-one, blongs to pyridine-derivatives compound. Quality Control of 1H-Pyrrolo[3,2-b]pyridin-5(4H)-one

Dissolve 5-hydroxy-1H-pyrrole [3,2] pyridine (10 mmol) in 40 ml of dichloromethane solution.10 ml of triethylamine was added thereto, and the temperature was controlled below 10 C.A solution of 2-chloroacetyl chloride (12 mmol) in dichloromethane was added dropwise to the system.After the addition was completed, the temperature was returned to room temperature, and the mixture was stirred at room temperature for 10 hours.The reaction system was then washed with 50 ml of a 5% aqueous solution of sodium carbonate and the organic phase was dried over anhydrous Na2SO4.After evaporating the solvent, the obtained solid was separated by flash column chromatography.1.9 g of pale yellow 2-chloro-1-(5-hydroxy-1H-pyrrole[3,2]pyridin-1-yl)-ethanone solid were obtained in a yield of 90%.

The synthetic route of 17322-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sang Qi; (10 pag.)CN108456207; (2018); A;,
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 59020-10-9, name is 3-(Tributylstannyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 59020-10-9

Example 54 (Sp) -8-(3-Pyridinyl)adenosine-2’O-(tert- butyldimethylsilyl)-3′,5′-cyclic N-phenylphosphoramidate (5j); A mixture of Pd (OAc)2 0.166 mmol) and PPh3 (91mg, 0.348 mmol) in NMP (4 ml) was stirred at 50 C until the solution had turned dark red. A solution of (Sp)-8- bromoadenosine-2’O-(tert-butyldimethylsilyl)-3′,5′-cyclic N-phenylphosphoramidate (4) (0.500 g, 0.83 mmol) in NMP (2 ml) and 3- (tributylstannyl)pyridine g, 1.66 mmol) were added. The reaction mixture was stirred at 110 C for 10 h before the NMP was removed at reduced pressure and the residual material subjected to flash chromatography on silica gel using 7.5% MeOH in CH2Cl2. The product was a white solid contaminated with traces of organotin residues which were removed by dissolution of the the coupling product in CH2Cl2 and reprecipitation by hexane; yield 0.280 g (57%); HRMS (electrospray) : M+H 596.2211. Calc. for C27H34N7O5PSi+H: 596.2201. ¹H NMR (CDC1,, 300 MHz) : No. (CDCl3)-0.16 (3H, s, CH3),-0.15 (3H, s, CH,) , 0.60 (9H, s, C(CH3)3) , 4.30 – 4.43 (lH, m, H-4′), 4.60 – 4.68 (2H, m, OCH,), 5.15 (lH, d, J 5.2 Hz, H-2′), 5.69 (lH, s, H-1′), 5.75 – 5.82 (lH, m, H-3′), 6.37 (2H, bs, NH2), 6.58 (lH, d, J 9.2 Hz, NH), 6.99 – 7.10 (3H, m, 3 x H-Ph), 7.17 – 7.24 (2H, t, J 7.4 Hz, 2 x H-Ph), 7.42 – 7.48 (lH, m, H-pyr), 8.02 – 8.06 (lH, m, H-pyr), 8.37 (lH, s, H-2), 8.76 – 8.79 (lH, m, H-pyr), 8.97 (lH, d, J 1.7 Hz, H-pyr); ¹3C NMR (CDCl3,75 MHz) : 8 -5.5 and -4.8 (2 x CH3) , 18. 0 (Si-C), 25.4 (3 x CH3), 68.9 (d, J 6.8 Hz, OCH,), 71.3 (d, J 4 .5 Hz, CH-4′), 73.3 (d. J 8.8 Hz, CH-2′), 77.5 (d, J 3.8 Hz, CH-3′), 94.2 (CH-1′), 119.4,119.5, 119.6,122.9, 123.5, 125.0,129.1, 129.1,136.8, 138.5,148.1, 149.8,150.3, 151.4,153.5, 155.9.

With the rapid development of chemical substances, we look forward to future research findings about 59020-10-9.

Reference:
Patent; LAURAS AS; COCKBAIN, Julian; WO2005/123755; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem