Day: June 3, 2021

Adding a certain compound to certain chemical reactions, such as: 1122-71-0, 6-Methyl-2-pyridinemethanol, 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, Formula: C7H9NO, blongs to pyridine-derivatives compound. Formula: C7H9NO

Diphenylphosphoryl azide (8.02 g, 29.16 mmol) was added to a cooled (0 C.) solution of 6-methyl2-pyridinemethanol (3.00 g, 24.30 mmol) in ether. The resulting mixture was stirred for a few minutes and DBU (4.07 g, 26.73 mmol) was added slowly. The reaction mixture was stirred for 14 hours, decanted into a clean flask and the residue was washed with more ether. The combined organic phases were concentrated to give the crude title azido compound. The crude azide was dissolved in THF:H2O (3:1) and Ph3P (5.77 g, 22.00 mmol) was added, followed by KOH (1.23 g, 22.00 mmol). The reaction mixture was stirred for 14 hours, and then was acidified with concentrated HCl. The resulting solution was washed with Et2O and the aqueous layer was basified with NH3 and extracted with Et2O (3×200 mL). The combined organic extracts were washed with H2O (3×100 mL) and brine (1×100 mL), then dried over MgSO4 and concentrated to give the desired substituted benzylamine. Spectroscopic data: 1H NMR (300 MHz, Acetone-d6) delta 2.52 (s, 3H) 3.91 (s, 2H) 7.04 (d, J=7.61 Hz, 1H) 7.05 (d, J=7.90 Hz, 1H) 7.51 (t, J=7.82 Hz, 1H).

The synthetic route of 1122-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Allerghan, Inc.; US2008/194650; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

2-Chloro-4, 6-dimethylnicotinonitrile4,6-Dimethyl-2-oxo-l,2-dihydropyridine-3-carbonitrile (5g, 34mmol) was added to phosphorus oxychloride (20ml). The reaction was stirred at reflux for 2 h, after which it was seen complete. Volatiles were removed and the residue triturated with petrol.The resultant solid was filtered off and washed with hexane,and dried to give a pure white solid (5.1g, 90%). deltaH (250 MHz, CDCl3) 2.55 (3 H, s, CH3), 2.57 (3 H, s, CH3),7.09 (1 H, s, ArH); deltac ( 250 MHz, CDCl3) 162.64 (C), 154.39 (C), 152.26 (C), 123.22 (CH), 114.28 (C), 108.31 (C), 24.5 (CH3), 20.54 (CH3).; m/z 189 (M + Na)

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, 769-28-8, 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile.

Reference:
Patent; CYCLACEL LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; WO2008/122767; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, 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. COA of Formula: C5H3Br2N

General procedure: 2,4-Dibromopyridine (0.236 g, 1 mmol) and phenol (0.094 g, 1 mmol), CuI (19.0 mg, 0.1 mmol), TMEDA (11.6 mg, 0.1 mmol), and cesium carbonate (0.65 g, 2 mmol) were placed in DMSO (5 mL). The reaction was stirred at 110 C under nitrogen atmosphere for 24 h. When the reaction mixture was cooled, the reaction mixture was filtered. The mixture was dissolved with dichloromethane (25 mL). Then the mixture was washed with brine (3×30 mL). The organic phase was dried over sodium sulfate. After evaporation of the solvent, the mixture was subjected to column chromatography with petroleum ether/ethyl acetate (20:1) as eluent to give pure product.

With the rapid development of chemical substances, we look forward to future research findings about 13534-89-9.

Reference:
Article; Zhou, Qizhong; Zhang, Bin; Du, Tieqi; Gu, Haining; Ye, Yuyuan; Jiang, Huajiang; Chen, Rener; Tetrahedron; vol. 69; 1; (2013); p. 327 – 333;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 760207-87-2, 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. 760207-87-2, name is 5-Bromo-2-methoxy-3-methylpyridine. A new synthetic method of this compound is introduced below.

5-bromo-3-(bromomethyl)-2-methoxypyridine To a solution of 5-bromo-2-methoxy-3-methylpyridine (Ark, 2.981 g, 14.75 mmol) in CCl4 (12 mL) was added N-bromosuccinimide (2.89 g, 16.23 mmol) and (E)-2,2′-(diazene-1,2-diyl)bis(2-methylpropanenitrile) (0.036 g, 0.221 mmol). The reaction mixture was stirred at 80 C. for 2 hours, cooled in an ice bath, and filtered through diatomaceous earth. The solution was concentrated in vacuo to afford the title compound (2.0538 g, 50% yield). 1H NMR (501 MHz, CDCl3) delta ppm 8.17 (d, J=2.4 Hz, 1H), 7.74 (d, J=2.4, 1H), 4.43 (s, 2H), 4.01 (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,760207-87-2, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (247 pag.)US2018/99932; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 607373-83-1, name is 2-Chloro-4-methoxy-5-nitropyridine, molecular formula is C6H5ClN2O3, 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. Recommanded Product: 607373-83-1

To a solution of 2-chloro-4-methoxy-5-nitro-pyridine (26 mmol) in dry THF (50 mL) at room temperature was added methyl amine (25 mL) (2M in THF). The mixture was allowed to stir for a further 2 h at room temperature. After completion of reaction as seen by TLC and LCMS, solvent was evaporated under reduced pressure to give 5 g of desired Intermediate 1. [00260] ‘H-NMR (400 MHz, DMSO-i: delta 2.95 (d, 3H), 7.01 (s, 1H), 8.57 (bs, 1H), 8.86, 1H). [00261] Mass (M+l): m/z 188.

With the rapid development of chemical substances, we look forward to future research findings about 607373-83-1.

Reference:
Patent; GALAPAGOS NV; MENET, Christel; SCHMITT, Benoit; GENEY, Raphael; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James; WO2013/117649; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17874-79-2, Adding some certain compound to certain chemical reactions, such as: 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid,molecular formula is C8H7NO4, 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 17874-79-2.

[00455] To a solution of 5-methoxycarbonylpyridine-2-carboxylic acid (0.5 g, 2.76 mmol) in DCM (10 mL) was added (COCl2)2 (1.7 g, 13.8 mmol) and a drop of DMF at 0C, the resulting mixture was stirred at room temperature (approximately 25 C) for 1 hour, at which point TLC showed the reaction was over. The reaction mixture was concentrated to give methyl 6-chlorocarbonylpyridine-3-carboxylate. To a solution of EtMgBr (2.76 mL, 1 M in THF, 2.76 mmol) was added a solution of indol (315 mg, 2.7 mmol) in ether (anhydrous, 10 mL). The resulting two-phase system was allowed to stand for 15 min under stirring whereupon ZnCl2 (370 mg, 2.7 mmol) was added with stirring. The two-phase system was allowed to stand for 30 min when compound methyl 6- chlorocarbonylpyridine-3-carboxylate (560 mg, 2.76 mmol) in anhydrous ether (5 ml) was added. The reaction mixture was stirred at room temperature (approximately 25 C) for 2 hours, whereupon NFLC1 (15 ml) was added. The reaction mixture was diluted with water, extracted with DCM, dried over Na2S04, concentrated and purified by SGC (PE: EA=l5:l) to give the title compound, yield 24%, as a yellow syrup. 1H NMR (300 MHz, DMSO-de) 4.03 (s, 3H), 6.66 (d, J = 4.0 Hz, 1H), 7.31-7.42 (m, 2H), 7.60 (d, / = 7.6 Hz, 1H), 7.92 (d, / = 3.6 Hz, 1H), 8.16 (d, J = 8.0 Hz, 1H), 8.52-8.54 (m, 2H), 9.32 (s, 1H), MS (ESI+): m/z calc for[CieH NiOs] 280.08, Found: 281.6[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. 17874-79-2, 5-(Methoxycarbonyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BETH ISRAEL DEACONESS MEDICAL CENTER, INC.; CHAIKOF, Elliot; SUN, Lijun; (224 pag.)WO2019/195682; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-79-0, 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 69045-79-0 as follows.

2-Chloro-5-iodopyridine (0.20 g, 0.83 mmol) was stirredfor 5h at 120C in pyridine with hydrazine hydrate (0.25mL,4.17 mmol). The solvent was removed under reduced pressureand the residue dissolved in AcOEt and extracted withwater. The organic layer was dried over Na2SO4 and concentratedto dryness to give 9a (0.19 g, 90%). IR (ATR, cm-1)3248; 3158; 2983; 1586; 1506; 1476; 1075; 805. 1H NMR(CDCl3) 8.26 (s, 1H); 7.67 (d, 1H, J= 9 Hz); 6.59 (d, 1H,J= 9 Hz). 13C NMR (CDCl3) 160.3; 153.5; 145.2; 109.3;78.5. MS (ESI+) [M+H]: 236.20. HRMS (ESI+) [M+H]+:235.9691 observed, 235.9685 calculated for C5H7IN3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-79-0, its application will become more common.

Reference:
Article; Joyard, Yoann; Bischoff, Laurent; Levacher, Vincent; Papamicael, Cyril; Vera, Pierre; Bohn, Pierre; Letters in Organic Chemistry; vol. 11; 3; (2014); p. 208 – 214;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100523-96-4, 2-Bromo-4-iodopyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

7H-pyrrolo[2,3-d]pyrimidin-2-amine (160 mg, 1.19 mmol), 2-bromo-4-iodopyridine (676 mg, 2.39 mmol),potassium carbonate (493 mg, 3.57 mmol) and proline(28 mg, 0.24 mmol) was added to an eggplantflask, dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (23 mg, 0.12mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained 253 mg.

The synthetic route of 100523-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106850-34-4, Imidazo[1,2-a]pyridine-6-carbonitrile, 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, 106850-34-4, blongs to pyridine-derivatives compound. Safety of Imidazo[1,2-a]pyridine-6-carbonitrile

EXAMPLE 93 7beta-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2(Z)-ethoxyiminoacetamido]-3-[(6-cyanoimidazo[1,2-a]pyridinium-1-yl)methyl]-3-cephem-4-carboxylate STR150 The compound obtained in Reference Example 28 is reacted with 6-cyanoimidazo[1,2-a]pyridine in the procedure of Example 42 to give the above-identified compound. Elemental analysis for C22 H19 N9 O5 S2.4H2 O: Calcd. (%): C, 42.24; H, 4.35; N, 20.15. Found (%): C, 42.12; H, 3.90; N, 19.97. IR spectrum numaxKBr cm-1: 2250, 1760, 1620, 1525. NMR spectrum (d6 -DMSO)delta: 1.19(3H, t, J=7 Hz), 2.98 and 3.44 (2H, ABq, J=18 Hz), 4.12 (2H, q, J=7 Hz), 5.00 (1H, d, J=5 Hz), 5.1-5.6 (2H, m), 5.66 (1H, d. d, J=5 Hz & 8 Hz), 8.10 (2H, br. s), 8.2-9.0 (4H, m), 9.42 (1H, d, J=8 Hz), 9.76 (1H, br. s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,106850-34-4, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4788185; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1005291-43-9, name is 2-Bromo-5-fluoroisonicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-5-fluoroisonicotinaldehyde

To a 100 mL round-bottomed flask was added 2-bromo-5- fluoroisonicotinaldehyde (605 mg, 2.97 mmol) in CH2CI2 (12 mL) to give a tan solution. After cooling to -20 C, DAST (0.705 mL, 5.34 mmol) was added dropwise under nitrogen. The mixture was gradually warmed up to rt. The mixture was stirred at rt for 3 h. TLC (3/1 hexane/EtOAc) showed complete conversion to a less polar spot. The reaction was slowly quenched by saturated NaHC03 solution and diluted with ether. The layers were separated. The organic layer was washed with water, brine, dried and concentrated to afford 2-bromo-4-(difluoromethyl)-5-fluoropyridine (639 mg, 95%) as a tan oil: NMR (400 MHz, Chloroform-i ) delta 8.39 (q, J = 1.2 Hz, 1H), 7.77 – 7.68 (m, 1H), 6.86 (t, J = 54.0 Hz, 1H); 19F NMR (376 MHz, Chloroform-d) delta -117.92 , -135.51.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005291-43-9, 2-Bromo-5-fluoroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem