Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 5975-12-2, 2,4-Dichloro-3-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, 5975-12-2, blongs to pyridine-derivatives compound. name: 2,4-Dichloro-3-nitropyridine

[00142] To a solution of 2,4-dichloro-3-nitropyridine (0.60 g, 3.1 mmol) in 10 mL of N,N-dimethylformamide was added potassium carbonate (0.64 g, 4.65 mmol) and tert-bvAyl 4-aminopiperidine-l-carboxylate (0.62 g, 3.1 mmol). Upon completion of addition, the reaction mixture was stirred at ambient temperature for 3 h. After this time, the reaction mixture was diluted with ethyl acetate, washed with IN HCl and brine, dried over MgSO4 and then concentrated to a yellow oil. The yellow oil was purified by flash chromatography on silica gel (elution with 1 : 1 EtOAc/hexane) to afford 0.65 g (59%) of Example IA as a yellow solid. 1H NMR (CDCl3): delta 8.01 (d, IH, J=6.1 Hz), 6.64 (d, IH, J=6.0 Hz), 6.48 (d, IH, J=6.5 Hz), 4.08-3.98 (m, 2H), 3.60-3.52 (m, IH), 3.00-2.90 (m, 2H), 2.05-1.95 (m, 2H), 1.50-1.42 (m, 2H), 1.44 (s, 9H). LRMS (ESI): 357.1/359.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5975-12-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/137436; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1824-81-3, 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.1824-81-3, name is 2-Amino-6-picoline, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.

To a mixture of 2-amino-6-methylpyridine 10a (500 mg, 4.6 mmol), and triethylamine (778 muL, 5.98 mmol) in dichloromethane (50 mL) was added pivaloyal chloride (628 muL, 5.1 mmol). The mixture was allowed to stir at room temperature for three hours. The mixture was washed with saturated sodium bicarbonate followed by brine. The organic extract was dried over magnesium sulfate and concentrated to give Compound 10b (876 mg) as a crude oil, which solidified upon standing.

Statistics shows that 1824-81-3 is playing an increasingly important role. we look forward to future research findings about 2-Amino-6-picoline.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6937-03-7, 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. 6937-03-7, name is Methyl 2-aminoisonicotinate. A new synthetic method of this compound is introduced below.

(2-Amino-pyridin-4-yl)-methanol (2-4) 2-Amino-isonicotinic acid methyl ester (6.0 g, 39.4 mmol) was dissolved in 80 mL anhydrous THF in a flame dried round bottom flask under nitrogen gas. The solution was cooled to -45 C. and LAH (39.4 mL, 1M in THF) was added slowly. The reaction was allowed to warm to 0 C. and was quenched by the addition of 15 mL of 1M NaOH (aq). The solution was filtered and the solid was washed with THF. The filtrate was concentrated to afford the pure product. 1H NMR (DMSO-d6) delta7.79 (d, 1H, J=5.2 Hz), 6.41 (s, 1H), 6.38 (d, 1H, J=5.9 Hz), 5.79 (bs, 2H), 5.19 (t, 2H, J=5.7), 4.35 (d, 2H, J=5.6 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Ren, Yu; Karki, Shyam B.; Zhao, Matthew M.; Bidodeau, Mark T.; US2004/23981; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 136590-83-5 , The common heterocyclic compound, 136590-83-5, name is 3,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, 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.

NaBH4 (0.838 g, 22.2 mmol) was added to a stirred solution of 3,5-dichloro-pyridine-4- carbaldehyde (3.0 g, 17 mmol) in ethanol (40 mL). After stirring for 35 min at room temperature, the reaction mixture was concentrated in vacuo, the residue was redissolved in ethyl acetate (200 mL) and washed with water (50 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS (m/z): 178.1 [M+H+].

The synthetic route of 136590-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JERINI AG; WO2008/116620; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13466-38-1, Adding some certain compound to certain chemical reactions, such as: 13466-38-1, name is 5-Bromopyridin-2-ol,molecular formula is C5H4BrNO, 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 13466-38-1.

A mixture of 5-bromo-1, 2, 5, 6-tetrahydropyridin-2-one (3.0 g, 17.0 mmol, 1.0 equiv) and Cs 2CO 3 (16.7 g, 51.3 mmol, 3.0 equiv) in DMF was stirred for 5 min at room temperature under nitrogen atmosphere. To the above mixture was added iodoethane (8.0 g, 51.3 mmol, 3.0 equiv) dropwise over 5 min at room temperature. The resulting mixture was stirred for additional 40 min at room temperature. The residue was purified by Prep-TLC (PE/EtOAc 5: 1) to afford 5-bromo-1-ethyl-1, 2, 5, 6-tetrahydropyridin-2-one (1.4 g, 41.7%) as a light yellow solid. LCMS: m/z (ESI), [M+H] + = 202.1.

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. 13466-38-1, 5-Bromopyridin-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; ZENG, Qingbei; QI, Changhe; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (206 pag.)WO2020/52631; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 114-33-0, 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 114-33-0 as follows.

General procedure: The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,114-33-0, its application will become more common.

Reference:
Article; Vaskova, Zuzana; Kitanovski, Nives; Jagli?i?, Zvonko; Strauch, Peter; R??i?kova, Zde?ka; Valigura, Du?an; Koman, Marian; Kozlev?ar, Bojan; Moncol, Jan; Polyhedron; vol. 81; (2014); p. 555 – 563;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1227628-78-5, 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 1227628-78-5 as follows.

To a solution of (R)-5-(2-hydroxy-l-phenylethyl)-amino)-pyridin-3-yl)-boronic acid (100 mg, 0.5 mmol) in DME/H20 (5 : 1, 6 mL) was added Pd(PPh3)4 (1 16 mg, 0.1 mmol), K2C03 (138 mg, 1.0 mmol) and 5-bromo-lH-pyrazolo[4,3-b]pyridine (125 mg, 0.5 mmol). The resulting mixture was degassed and then stirred for 10 hours at 95 C under an Ar atmosphere. After cooling, the mixture was diluted with water (30 mL) and then extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with water and brine, and then dried. The solvent was concentrated and the residue was purified by Prep-HPLC to give (R)-2-phenyl-2-[5-(lH- pyrazolo[4,3-b]pyridin-5-yl)-pyridin-3-ylamino]-ethanol (5 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227628-78-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/90692; (2014); A1;,
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.55240-51-2, name is 2-Phenylisonicotinic acid, molecular formula is C12H9NO2, molecular weight is 199.21, as common compound, the synthetic route is as follows.name: 2-Phenylisonicotinic acid

To a flask containing 1 10 mg (0.553 mmol) of Hppy-C02H, 275 mg (0.529 mmol) of Ru(bpy)2Cl2, 183 mg (1.08 mmol) of AgN03, and 28 mg (0.70 mmol) of NaOH was added 30 mL of a degassed aqueous methanol solution (H20:MeOH 1 :5 v/v). The reaction mixture was heated at reflux for 18 hrs, cooled, and then filtered through celite to afford a dark red/orange filtrate. The solvent was removed in vacuo and then passed through a silica column (acetone:MeOH:KN03 (sal, aq) 2: 1 : 1). The sample was passed through a silica column (MeOH:CHCl3 3: 1) a second time and 56 mg of a red-purple product was obtained after recrystallization from CH2CI2 and hexanes (yield = 14 %). NMR (CD3OD): 6.42 (dd, 1H, J = 7 Hz, l = 1 Hz), 6.79 (td, 1H, J = 7 Hz, l = 1 Hz), 6.89 (td, 1H, = 7 Hz, 4./ = 1 Hz), 7.19-7.28 (m, 3H), 7.31 , (dd, 1H, J = 6 Hz, 4 J = 2 Hz), 7.46 (ddd, 1H, 3 J = 7 Hz, 5 Hz, 4 J = 1 Hz), 7.58 (d, 1H, 3 J = 6 Hz, 4 J = 1 Hz), 7.72- 7.91 (m, 7H), 8.02 (ddd, 1H, 3 J = 8 Hz, 8 Hz, J = 1 Hz), 8.10 (ddd, 1H, J = 5 Hz, 4J = 2 Hz, = 1 Hz), 8.41 (d, 1H, J = 8 Hz), 8.45 (d, 1H, 4 J = 1 Hz), 8.45 (d, 1H, J = 8 Hz), 8.51 (d, 1H, J = 8 Hz), 8.61 (d, 1H, J = 8 Hz). ESI-MS: m/z, 612.0 (calcd for {M+} 612.1) 13C NMR (CD3OD with 1 drop of NaOD): 194, 172, 169, 159, 159, 158, 157, 156, 151 , 151 , 151 , 150, 147, 146, 138, 136, 136, 135, 135, 130, 128, 128, 127, 127, 125, 125, 125, 124, 124, 123, 122, 1 19. Anal. Calcd. for C32H24N605Ru + CH3OH: C, 56.17; H, 4.00; N, 1 1.91. Found: C, 57.45; H, 4.40; N, 10.38.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55240-51-2, 2-Phenylisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; BERLINGUETTE, Curtis P.; KOIVISTO, Bryan; ROBSON, Kiyoshi; WO2011/32269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 123531-52-2, Adding some certain compound to certain chemical reactions, such as: 123531-52-2, name is Ethyl imidazo[1,2-a]pyridine-3-carboxylate,molecular formula is C10H10N2O2, 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 123531-52-2.

Ethyl imidazo[1,2-a]pyridine-3-carboxylate(0.90 g, 4.7 mmol) and hydrazine (1.0 mL, 13 mmol, 40%) are combined in EtOH (10 mL). The mixture is stirred under microwave conditions at 100 C. for 2 hrs. The solvent is removed to give the title compound (0.82 g, 93%) which can be used without further purification. LC/MS (m/z): 177 (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. 123531-52-2, Ethyl imidazo[1,2-a]pyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eli Lilly and Company; Hu, Zhi Long; Liu, Lian Zhu; Ma, Tianwei; Zhang, Haizhen; Zhou, Jingye; (25 pag.)US2018/194755; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 109-09-1, 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. 109-09-1, name is 2-Chloropyridine, molecular formula is C5H4ClN, 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.

Asolution of 2-chloropyridine ( XI) (9.39 mL, 0.1 mol) in, anhydrous THF (50 mL) was added slowly to a solution of LDA (2.0 M solution in THF/ hexane/ethylbenzene, 50 mL, 0.1 mol) in THF (200 mL) stirred at -78 C. under nitrogen. The stirring was continued at -78 C. for an additional 3 h before adding acetaldehyde (6.17 mL, 0.110 mol). The solution was stirred at -78 C. for another 2 h before allowing the temperature to rise to -40 C. A solution of water (4 mL) in THF (40 mL) was added slowly to the solution. When the temperature reached -10 C., additional water (200 mL) was added to the solution. The solution was extracted with ethyl ether (3×100 mL). The combined organic phase was dried over MgSO4, filtered and evaporated under reduced pressure to get a brown viscous residue. The crude product was purified on a flash silica gel column (1:1 DCM:hexane?100% DCM) to produce 1-(2-chloropyridin-3-yl)ethanol (XII) as a brown viscous oil (6 g, 38.1 mmol, 38% yield). 1H NMR (CDCl3) delta ppm 1.52 (d, J=6.41 Hz, 3H), 2.51 (brs, 1H), 5.24 (m, 1H), 7.28 (m, 1H), 7.97 (dd, J=7.72 Hz, J=1.70 Hz, 1H), 8.27 (dd, J=7.72 Hz, J=1.79 Hz, 1H).

According to the analysis of related databases, 109-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; US2013/296302; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem