Day: September 10, 2021

Electric Literature of 5337-79-1, 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. 5337-79-1, name is 3-(Pyridin-4-yl)acrylic acid, molecular formula is C8H7NO2, 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.

EXAMPLE 33; (alphaR,gammaS,2S)-N-((3S,4S)-3,4-dihydro-3-hydroxy-2H-1-benzopyran-4-yl)-gamma-hydroxy4-[(5-phenyl-2-furanyl)methyl]-alpha-(4-pyridinylmethyl)-2-[[(2,2,2-trifluoroethyl)amino]carbonyl]-1-piperazinepentanamide; To a solution of 3-(4-pyridyl)-acrylic acid (25.0 g, 168 mmol) in 1:1 ethanol:THF (250 mL) was added 10% Pd(0)/C (2.50 g). The reaction vessel was placed under 110 psi of H2 until 1.0 equivalent of H2 had been consumed as indicated by a pressure drop in the reaction vessel. The mixture was then diluted with 1 L of hot methanol and filtered through celite, rinsing with hot methanol. The liquid obtained was concentrated in vacuo, affording 11.0 g (43% of 3-(4-pyridyl)-propionic acid. This material was dissolved in DMF (300 mL), and to this solution was added the aminochromanol intermediate from Example 1, Step L (12.0 g, 72.5 mmol), HOBT (11.7 g, 87.0 mmol), di-iso-propylethylamine (27.8 mL, 159 mmol) and HBTU (27.5 g, 72.5 mmol). After 2 hours at ambient temperature, the reaction was quenched with 0.5 N aqueous NaHCO3 (500 mL) and diluted with ethyl acetate (1 L). The organic layer was washed with 0.5 N NaHCO3 (300 mL×3), brine (300 mL), dried (MgSO4), and concentrated in vacuo, affording 13.2 g (61%) of the amide as a white solid. A portion of this material (2.27 g, 7.61 mmol) was dissolved in dichloromethane (100 mL), and 2-methoxypropene (3.64 mL, 38 mmol) was added, followed by camphorsulfonic acid (1.20 g, 5.17 mmol). After 3 hours at ambient temperature the reaction was quenched by the addition of 1.4 mL of triethylamine, and concentrated in vacuo. Purification by flash chromatography (3% methanol in ethyl acetate) afforded the title compound as a clear oil.

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 5337-79-1, 3-(Pyridin-4-yl)acrylic acid.

Reference:
Patent; Merck & Co., Inc.; US6642237; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 108-48-5, 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.108-48-5, name is 2,6-Dimethylpyridine, molecular formula is C7H9N, molecular weight is 107.1531, as common compound, the synthetic route is as follows.

General procedure: A mixture of 2-methyl quinoline (1 mmol), aryl aldehyde (1 mmol), Ca (OTf)2 (5 mol%) andBu4NPF6 (2 mol%) were heated at 130 oC under neat condition for 4-5 h. After completion of the reaction (monitored by TLC), reaction mixture was brought to roomtemperature, diluted with dichloromethane, absorbed on silica gel and purified by column chromatography using petroleum ether/ethyl acetate to give the desired product.

Statistics shows that 108-48-5 is playing an increasingly important role. we look forward to future research findings about 2,6-Dimethylpyridine.

Reference:
Article; Yaragorla, Srinivasarao; Singh, Garima; Dada, Ravikrishna; Tetrahedron Letters; vol. 56; 43; (2015); p. 5924 – 5929;,
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. 118399-86-3, name is 6-Bromo-2-methylpyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 118399-86-3

To a solution of (lR,3s,5S)-tert-butyl 3-((ls,4S)-4-hydroxycyclohexyloxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (500 mg, 1.536 mmol), 6-bromo-2-methylpyridin-3-ol (0.347 g, 1.844 mmol), and triphenylphosphine (0.484 g, 1.844 mmol) in THF (5 mL) at room temperature under nitrogen was added triethylamine (0.257 mL, 1.844 mmol), followed by dropwise addition of diisopropyl diazene-l,2-dicarboxylate (0.364 mL, 1.844 mmol). After 18 h stirring at room temperature, the mixture was concentrated in vacuo and purified by preparative HPLC. Pure fractions were combined, neutralized with saturated sodium bicarbonate (aq), and evaporated MeCN to form a solid. The solid was collected by vacuum filtration, washed with water, and dried under reduced pressure to give the title compound (175.1 mg, 0.353 mmol, 23.0%) as a white solid. Exact mass calculated for C24H35BrN204: 494.2, found: LCMS m/z = 495.6 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.37-1.45 (m, 2H), 1.47 (s, 9H), 1.50-1.71 (m, 6H), 1.84-1.99 (m, 6H), 2.00-2.11 (m, 2H), 2.42 (s, 3H), 3.44-3.55 (m, 1H), 3.76-3.88 (m, 1H), 4.12-4.35 (m, 3H), 6.97 (d, = 8.6 Hz, 1H), 7.21 (d, = 8.6 Hz, 1H).

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, 118399-86-3, 6-Bromo-2-methylpyridin-3-ol.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7356-60-7, 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 7356-60-7, name is Nicotinimidamide hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Compound F (9.15 g, 25 mmole),3-pyridinecarboxamidine hydrochloride (3.94g, 25mmole)And potassium hydroxide (1.68g, 30mmole) into a 500mL double-neck round bottom flask,Add 150 mL of ethanol and heat to reflux.After 3 hours of reaction,Leave to warm to room temperature, filter, wash the solid with ethanol,There was obtained 8.45 g of compound G as a white solid,The yield was 72.4%.

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 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; E-RAY OPTOELECTRONICS TECHNOLOGY CO., LTD.; CHANGZHOU TRONLY E-RAY OPTOELECTRONICS MATERIAL CO., LTD.; HUANG, HEH LUNG; CHAO, TENG CHIH; GUO, HUANG MING; LIN, CHI JEN; CHANG, MIN JONG; (48 pag.)TWI672298; (2019); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73781-91-6, Methyl 6-chloronicotinate, 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, Application In Synthesis of Methyl 6-chloronicotinate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 6-chloronicotinate

Step e: 6-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester To a suspension of sodium hydride (55% dispersion in mineral oil, 852 mg, 20 mmol) in THF (27 mL) was added a solution of [3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol (103 mg, 0.55 mmol) (3.68 g, 18 mmol) in THF (54 mL) at 0 C. and the reaction mixture warmed to room temperature over 30 min. Then a solution of methyl 6-chloronicotinate (3.35 g, 20 mmol) in THF (1.5 mL) was added dropwise at 0 C. and the reaction mixture was stirred at room temperature overnight. The reaction mixture was then poured into aqueous sodium chloride (saturated) and the mixture was extracted with ethyl acetate. The combined organic layers were then washed with water and brine and then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=7:3) afforded the title compound (81 mg, 47%) which was obtained as a light yellow solid. MS: m/e=343.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73781-91-6, Methyl 6-chloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Dott, Pascal; Grassmann, Olaf; Kammerer, Michael; Manns, Joachim; Schwitter, Urs; Thomas, Andrew; Wyttenbach, Nicole; US2013/172329; (2013); 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

From thieno[3,2-b]pyridin-7-ol (300 mg, 2.00 mmol) and POBr3 (2.80 g, 10.0 mmol) and the mixture was heated at 65 C for 6 h. After cooling, NaOH (aq) (5 mL), water (5 mL) and chloroform (5 mL) were added. The phases were separated and the aqueous phase was extracted with more chloroform (2 * 5 mL). The organic phase was dried (MgSO4) and filtered. Removal of the solvent gave compound 1as a yellow solid (363 mg, 85%), m.p. 67-68 C. 1H NMR (400 MHz, CDCl3): delta 7.46 (1H, d, J = 5.2 Hz, 6-H), 7.67 (1H, d, J = 5.6 Hz, HetAr-H), 7.83 (1H, d, J = 5.6 Hz, HetAr-H), 8.51 (1H, d, J = 5.2 Hz, 5-H) ppm. 13C NMR (100.6 MHz, CDCl3): delta 121.7 (6-CH), 125.9 (CH), 126.9 (C), 131.4 (CH), 135.7 (C), 147.5 (5-CH), 156.4 (C) ppm. HRMS (EI-TOF): calcd for C7H479BrNS [M]+ 212.9248. Found 212.9248. Calcd for C7H481BrNS [M]+ 214.9227. Found 214.9227.

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, 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Article; Queiroz, Maria-Joao R.P.; Peixoto, Daniela; Calhelha, Ricardo C.; Soares, Pedro; Dos Santos, Tiago; Lima, Raquel T.; Campos, Joana F.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Vasconcelos, M. Helena; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 855 – 862;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 54221-96-4 ,Some common heterocyclic compound, 54221-96-4, molecular formula is C7H7NO2, 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.

General procedure: To a solution of 6-methoxy-2-pyridinecarboxaldehyde (1.0 eq) in THF (0.05 M) was added dropwise ArMgBr (1.0 M in Et2O, 1.2 eq) at ?78 °C. After stirring at ?78 °C for 1 h, the reaction mixture was quenched by 1 N HCl and extracted with EtOAc. A combined organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography (EtOAc/hexanes).

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. 54221-96-4, 6-Methoxypicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fei, Xiang; Yuan, Yue; Lee, Young-Mi; Jeong, Kwang Won; Seo, Seung-Yong; Bulletin of the Korean Chemical Society; vol. 35; 8; (2014); p. 2547 – 2550;,
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. 134896-35-8, name is 3-Nitro-2-phenylpyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C11H8N2O2

Step 2 cis-2-Phenyl-3-aminopiperidine A solution of 30 g (0.15 mol) of 2-phenyl-3-nitropyridine in 190 mL of methanol was hydrogenated using 5 g of platinum oxide with an initial pressure of 45 psi hydrogen. After 2 h, 50 mL of conc HCl was added, the vessel repressurized to 45 psi, and the reduction continued for an additional 6.25 h. The reaction was diluted with water (100 mL) and filtered. Three reactions were combined at this point and the combined cake washed with methanol (200 mL), water (100 mL), methanol (200 mL), water (100 mL), and methanol (200 mL). The filtrate was concentrated, the residue treated with 500 mL of 5N NaOH and extracted with ether (3*1 L) and methylene chloride (2*1 L). The combined extracts were dried with sodium sulfate, filtered and the filtrate concentrated to afford 80.9 g of a pale yellow oil. Chromatography (5 kg Silica Gel 60, 70-230 mesh, methylene chloride/methanol/ammonium hydroxide 92.5:7.5:0.75) afforded 62 g (78% yield) of cis-2-phenyl-3-aminopiperidine as a pale yellow oil: 1H NMR (CDCl3) delta 1.35-1.55 (m, 4H), 1.65-1.98 (m, 3H), 2.75 (m, 1H), 2.95 (m, 1H), 3.17 (m, 1H), 3.8 (bs, 1H), 7.19-7.37 (m, 5H). MS (EI) m/z 176.

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, 134896-35-8, 3-Nitro-2-phenylpyridine.

Reference:
Patent; Merck & Co., Inc.; US6241964; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 139022-25-6 , The common heterocyclic compound, 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, 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 stirred suspension of imidazo[1 ,2-a]pyridine-6-carboxylic acid (1 g, 6.2 mmol) in dioxane (12 ml) the title compound of Preparation 1 (0.91 g, 6.2 mmol) was added. To the suspension thus obtained POCI3 (1.73 ml, 18.6 mmol) was added dropwise at room temperature. The mixture was stirred at 70C for 3h under inert atmosphere. It was poured onto a mixture of a 2M aqueous solution of sodium hydroxide (50 ml) and ice (50 ml). The solid obtained was filtered, washed and dried to yield 792 mg (47%) of the title compound.LRMS: m/z 274 (M+1)+ Retention time: 2.08min (method A)1H NMR (200 MHz, DMSO-d6) delta ppm 0.98(t, J=8 Hz, 3H), 1.46(m, 2H), 1.69(m, 2H), 3.41 (t, J=8Hz, 2H), 5.48 (brs, 1 H), 7.65(m, 4H), 8.64(s, 1 H)

The synthetic route of 139022-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; GRIMA POVEDA1 Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA Marta; CARRASCAL RIERA, Marta; TERRICABRAS BELART, Emma; WO2011/69647; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 53937-02-3 , The common heterocyclic compound, 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, 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.

A suspension of 4-(benzyloxy)pyridin-2(lH)-one (426 mg, 2.12 mmol), tert-hvXy 7-bromo-9-tosyl-3,4-dihydro-l/f-pyrido[3,4-delta]indole-2(9H)-carboxylate (1.28 g, 2.54 mmol), CuI (484 mg, 2.54 mmol), 8-hydroxyquinoline (369 mg, 2.54 mmol) and Cs2COs (760 mg, 2.33 mmol) in DMSO (10 mL) was degassed under reduced pressure for 45 min. Attorney’s Docket 2882.023BThe suspension was put under Ar and heated at 135 0C with stirring for 1.5 h. The suspension was cooled, 4:1 CH2C12/(9:1 MeOH/NH4OH) (50 niL) was added and the resulting suspension was stirred at 25 0C for 10 min. The suspension was passed through a plug of silica gel and the filtrate was washed with brine. The solution was dried over Na2SO4 and concentrated under reduced pressure to afford an amorphous solid. Flash chromatography (silica gel, (1 :1 EtOAc/hexanes)/(9:0.9:0.1 CH2Cl2/MeOH/NH4OH) 100:0 to 0:100) yielded the title compound (715 mg, 54%) as an off-white solid: 1H NMR (300 MHz, CDCl3) delta 8.18 (br s, IH), 7.82-7.73 (m, 2H), 7.48-7.35 (m, 6H), 7.33-7.23 (m, 4H), 6.12-5.97 (m, 2H) 5.07 (s, 2H), 4.90 (br s, 2H), 3.72-3.64 (m, 2H), 2.73-2.63 (m, 2H), 2.34 (s, 3H), 1.51 (s, 9H).

The synthetic route of 53937-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem