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. 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Fluoro-3-nitro-5-methylpyridine

3-Amino-2-fluoro-5-methylpyridine was prepared analogously from 2-fluoro-5-methyl-3-nitropyridine. This compound was obtained in 89 percent yield as white solid melting at 27-28.5 C. Elemental Analysis C6 H7 FN2 Calc.: %C, 57.1; %H, 5.59; %N, 22.2 Found: %C, 56.9; %H, 5.65; %N, 22.6 1 H NMR CDCl3: 7.2 (d, 1H); 6.8 (d, 1H); 3.7 (br, 2H); 2.1 (s, 3H); 13 C NMR CDCl3: 151.8 (d, J=229); 134.5 d, J=12.6); 132.2 (d, J=3.9); 129.9 (d, J=28.7); 125.8 (d, J=5.3), 17.8.

The synthetic route of 19346-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DowElanco; US5571775; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 878197-68-3, Adding some certain compound to certain chemical reactions, such as: 878197-68-3, name is 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde,molecular formula is C8H5BrN2O, 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 878197-68-3.

To a solution of X4-019-5a (1.7 g, 16.7 mmol) and THF (10 ml) was added nBuLi (5.6 ml, 14.1 mmol, 2.5 M in hexanes) dropwise at -20 C. After stirred at -20 C for 20 mm, the mixture was added slurry of X4-019-5 (1.5 g, 6.7 mmol) in THF (30 ml) dropwise at -20C and stirred at -10 C for 7 hours. After quenched with sat NH4C1 aq. (pH = 8), the mixture was extracted with DCM/i-PrOH (10/1). The organic layer was washed with sat NaHCO3 aq., dried over Na2504, filtered and concentrated in vacuum. The residue was purified by column chromatography to give product X4-019-6 (785 mg, 48%) as yellow oil. LC-MS (Agilent LCMS 1200-6120, Column: Waters X-Bridge C18 (50mm *4.6 mm*3.5 jim); Column Temperature: 40C; Flow Rate: 2.0 mL/min; Mobile Phase: from 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] to 0% [water + 10 mM NH4HCO3] and 100% [CH3CN] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] in 0.1 mm and under this condition for 0.7 mm). Purity: 94.5%, Rt = 1.31 mm; MS Calcd.: 224.13; MS Found: 245.1 [M+H]t

According to the analysis of related databases, 878197-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (239 pag.)WO2017/223239; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4966-90-9, 4-Hydroxy-6-methyl-3-nitropyridin-2(1H)-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, 4966-90-9, blongs to pyridine-derivatives compound. Product Details of 4966-90-9

(1)2,4-dichloro-6-methyl-3-nitropyridine 6-methyl-3-nitropyridin-2,4-diol (1.7 g, 10 mmol) was dissolved in 10 mL POCl3, heated to 95 C., and stirred for 1.5 h. The excess POCl3 was removed through centrifugation. 100 mL ice water was carefully added. The reaction solution was extracted with ethyl acetate (80 mL*3). The organic phase was combined, washed with saturated brine, dried with anhydrous Na2SO4, and spinned to dryness to afford 1.773 g yellow powder with a yield of 85.7%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4966-90-9, its application will become more common.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; US2012/289497; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914358-72-8, 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, molecular formula is C6H5BrClN, 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.

Intermediate 443-Chloro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; A suspension of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (0.836 g, 3.29 mmol), 5-bromo-3-chloro-2-methylpyridine (Intermediate 43, 0.34 g, 1.65 mmol), and potassium acetate (0.485 g, 4.94 mmol) in dioxane (5 mL) was degassed with a stream of N2 (g) for a couple of min. PdCl2(dppf) CH2Cl2 (0.067 g, 0.08 mmol) was added and the mixture was heated at reflux under N2 (g) for 1.5 h. The mixture was allowed to cool to r.t. and was then filtered. The filter cake was washed with EtOAc. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography (40 g SiO2, gradient elution with 0-80% EtOAc in heptane to yield the title compound (0.44 g, quantitative yield): 1H NMR (500 MHz, CDCl3) delta ppm 1.35 (s, 12H), 2.65 (s, 3H), 7.95-8.03 (m, 1H), 8.69 (d, 1H); MS (ES+) m/z 172 [M+H]+(mass corresponding to the boronic acid).

According to the analysis of related databases, 914358-72-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2012/165347; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 442129-37-5, 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.442129-37-5, name is 6-Chloro-5-methylpyridin-2-amine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.

3.4 g of chloride IA was added to 10 ml of phosphorus tribromide and heated to 140 degrees.After 6 hours of reaction, the TLC reaction was complete, dropped to ambient temperature, and slowly added to crushed ice.Add 40% sodium hydroxide to adjust the pH to 10, a large amount of solids are precipitated, filtered, and the filter cake is washed with 20 ml of water.The product IB 4g was obtained in a yield of 91%.

Statistics shows that 442129-37-5 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-5-methylpyridin-2-amine.

Reference:
Patent; Shandong Tefaman Pharmaceutical Co., Ltd.; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Jiang Xiangrui; Chen Hua; Zhang Junchi; Shen Jingshan; (10 pag.)CN108658851; (2018); A;,
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. 32710-65-9, name is 2,6-Dichloroisonicotinonitrile, molecular formula is C6H2Cl2N2, 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. Safety of 2,6-Dichloroisonicotinonitrile

Synthesis of 2-chloro-6-methoxy-pyridine-4-carbonitrile 25F A solution of compound 24 (2.0 g, 1 1.6 mmol) in methanol (20 mL) was added with sodium methoxyde (628 mg, 1 mol eq) and the mixture was heated at 60C for 6h. The reaction was cooled, evaporated to dryness and then water was added (300 mL). The aqueous phase was extracted with EtOAc (3×25 mL) and the recombined organic phases were dried over sodium sulfate and evaporated under reduced pressure to afford 25F as transparent viscous oil (1.95g, quantitative yield). FontWeight=”Bold” FontSize=”10″ HNMR (DMSO, 200 MHz) delta 3.80 (s, 3H), 7.17 (s, 1H), 7.90 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 32710-65-9.

Reference:
Patent; PHARMESTE S.R.L. IN LIQUIDATION; FRUTTAROLO, Francesca; PAVANI, Maria Giovanna; BENCIVENNI, Serena; GATTI, Raffaele; NAPOLETANO, Mauro; WO2014/135617; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1019021-85-2, 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid, 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, 1019021-85-2, blongs to pyridine-derivatives compound. SDS of cas: 1019021-85-2

Oxalyl chloride (10 mL, 110 mmol) was added dropwise to a stirred suspension of 6-fluoroimidazo[1,2-a]pyridine-3-carboxylic acid (24b) (2 g, 11 mmol) and catalytic amounts of DMF in dichloromethane (20 mL). After 5 hours, the solvent was evaporated and the solid was suspended in dry DCE (20 mL) and added to a stirred solution of 3-amino-4-methylbenzonitrile (1.45 g, 11 mmol) and DIEA (6 mmol) in DCE (10 mL) at 0 C. After the addition, the reaction was heated at 60 C. for 5 hours. The mixture was subjected to standard aqueous work and silica purification to give N-(5-cyano-2-methylphenyl)-6-fluoroimidazo[1,2-a]pyridine-3-carboxamide (39) as a solid. 1H NMR (400 MHz, d6-DMSO) delta 10.14 (s, 1H), 9.45 (dd, J=5.2, 2.0 Hz, 1H), 8.62 (s, 1H), 7.90-7.87 (m, 2H), 7.68-7.63 (m, 1H), 7.53 (d, J=8.0 Hz, 1H), 2.37 (s, 3H). MS m/z 295.1 (M+1)+.; NH2OH (5 mL, 16.1 mmol) was added in one portion to a stirred suspension of N-(5-cyano-2-methylphenyl)-6-fluoroimidazo[1,2-a]pyridine-3-carboxamide (39) (0.95 g, 3.23 mmol). The resulting suspension was heated at 60 C. overnight and then cooled to 0 C. The product, (Z)-6-fluoro-N-(5-(N?-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (40) was collected by filtration. MS m/z 328.1 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1019021-85-2, its application will become more common.

Reference:
Patent; IRM LLC; YEH, Vince; LI, Xiaolin; LIU, Xiaodong; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; US2013/59846; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 934279-60-4 ,Some common heterocyclic compound, 934279-60-4, molecular formula is C7H3ClF3NO, 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.

To a solution of crude 2-chloro-5-trifluoromethylpyridine-3-carbardehyde in ethanol (60 ml_), sodium tetraborohydride (2.90 g, 0.077 mol) is added portionwise and stirred for 30 min at room temperature. After adding sat. ammonium chloride solution, the mixture is extracted with ethyl acetate. The organic layer is washed with sat. ammonium chloride solution, brine, dried over magnesium sulfate, filtered and concentrated. The residue is purified by silica gel column chromatography to give 2-chloro-5-trifluoromethylpyridin-3-ylmethanol.

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. 934279-60-4, 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2008/58967; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 94220-38-9 , The common heterocyclic compound, 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, molecular formula is C7H6ClN3, 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 9 7-(3-Dimethylaminopropylamino)-5-methyl-1H-pyrazolo[4,3-b]pyridine hydrochloride, monohydrate (E9) STR23 A mixture of 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (D4) (19.21 g, 0.115 mole) and 3-dimethylaminopropylamine (100 g) in xylene (770 ml) was heated at reflux under nitrogen for 83 h. After allowing to cool to room temperature, volatile material was removed under reduced pressure. The residue, an orange oil, was treated with ether and methanol and then left to stand at 4 C. overnight. The resulting pale yellow crystalline solid was collected, washed with ether/methanol and dried under vacuum to give the title compound (12.5 g, 38%), m.p. 183-186 C. (Found: C,50.29; H,7.53; N,24.44. C12 H19 N5.HCl.H2 O requires: C,50.08; H,7.69; N,24.34%). delta(DMSO-d6) 1.88-2.05 (2H,m); 2.47 (3H,s); 2.53 (6H,s); 2.82-2.95 (2H,m); 3.32-3.47 (2H,m); 6.37 (1H,s); 7.9 (1H, brs); 8.01 (1H, s);

The synthetic route of 94220-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beecham Group p.l.c.; US4670432; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7477-10-3 ,Some common heterocyclic compound, 7477-10-3, molecular formula is C6H3ClN2O4, 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.

Methyl 6-chloro-5-nitronicotinate was purchased from Sigma Aldrich or synthesized as follows. Toa solution of 6-chloro-5-nitronicotinic acid (Ark Pharm, Inc., 2.5 g, 12.3 mmol) in dry DMF (30mL) were added K2CO3 (2.5 g, 18.5 mmol) and iodomethane (8.76 g, 61.7 mmol). The solution wasstirred at room temperature for 24 h, then poured onto ice, and extracted with EtOAc (100 mL × 3).The organic layer was washed with H2O (100 mL × 2) and brine (100 mL), and dried over MgSO4.The solvent was evaporated under reduced pressure and the residue was purified by flash columnchromatography (EtOAc/n-hexane = 1/2) to afford 10 (2.4 g, 92percent) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7477-10-3, its application will become more common.

Reference:
Article; Takamura, Yuta; Takahashi, Manami; Nishii, Midori; Shibahara, Osamu; Watanabe, Masaki; Fujihara, Michiko; Kakuta, Hiroki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 15; (2019); p. 1891 – 1894;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem