Tag: M.W:100-200

Synthetic Route of 866319-00-8 ,Some common heterocyclic compound, 866319-00-8, molecular formula is C7H5FN2, 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.

i) 5-Fluoro-1H-pyrrolo[2,3-b]pyridine 7-oxide may be prepared in the following manner: 6.22 g of 3-chloroperbenzoic acid are added to a solution of 2.7 g of 5-fluoro-1H-pyrrolo[2,3-b]pyridine in 70 cm3 of dimethoxyethane. The reaction medium is stirred in the region of 20 C. for 1 hour 30 minutes. After addition of a solution of 2 g of potassium hydroxide in 20 cm3 of methanol, the mixture is extracted with 5 times 100 cm3 of ethyl acetate. The organic phases are then washed with twice 15 cm3 of saturated ammonium chloride solution and then dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (13 kPa) The residue is purified by flash chromatography on a column of silica [eluent: dichloromethane/methanol (95/5 by volume)], and 3.6 g of a solid are obtained, which is washed with 25 cm3 of diethyl oxide and then dewatered and dried. The residue is purified by flash chromatography on a column of silica [eluent: cyclohexane/ethyl acetate (50/50 by volume)], and 1.70 g of 5-fluoro-1H-pyrrolo[2,3-b]pyridine 7-oxide are obtained in the form of a powder, the characteristics of which are as follows: Melting point: melting at 178 C. (Koefler block) IR spectrum: KBr 3128; 3085; 2919; 2863; 2734; 2629; 2406; 1588; 1507; 1349; 1256; 1206; 1129; 1077; 990; 804; 723; 670 and 466 cm-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. 866319-00-8, 5-Fluoro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aventis Pharma S.A.; US2007/93480; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1074-99-3 , The common heterocyclic compound, 1074-99-3, name is 2,4-Dimethyl-5-nitropyridine, molecular formula is C7H8N2O2, 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.

C170/C169 (75: 25) (5.64 g, 37 mmol) is combined with benzeneselenic anhydride (8.2 g, 22.8 mmol) in 300 mL dioxane in a flask under2. The reaction is warmed to reflux for 10 h, is cooled, and is concentrated to a dark yellow oil. The oil is chromatographed over 250 g silica gel (230-400 mesh) eluting with 15% EtOAc/hexane. The appropriate fractions are concentrated to afford 2-formyl-4- methyl-5-nitropyridine (C171) (66% yield). HRMS (EI) calculated for C7H6N203 : 166.0378, found 166.0383 (M+).

The synthetic route of 1074-99-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/39815; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55314-16-4, Adding some certain compound to certain chemical reactions, such as: 55314-16-4, name is 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one,molecular formula is C10H12N2O, 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 55314-16-4.

Step 3: 2-methyl-5-nitrophenyl-(4-pyridin-3-yl-pyrimidin-2-yl)-amine: To a suspension of 3-dimethylamino-1-pyridin-3-yl-propenone (1.70 g, 9.6 mmol) and N-(2-methyl-5-nitro-phenyl)-guanidinium nitrate (2.47 g, 9.6 mmol) in 2-propanol (20 mL) was added NaOH (430 mg, 10.75 mmol) and the resulting mixture was refluxed for 24 h. The reaction mixture was cooled to 0 C. and the resulting precipitate was filtered. The solid residue was suspended in water and filtered and then washed with 2-propanol and diethyl ether and dried. 0.87 g (2.83 mmol) of 2-methyl-5-nitrophenyl-(4-pyridin-3-yl-pyrimidin-2-yl)-amine was isolated. (Yield: 30%.)

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. 55314-16-4, 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Avila Therapeutics, Inc.; US2008/300268; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 626-60-8 ,Some common heterocyclic compound, 626-60-8, molecular formula is C5H4ClN, 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. 3-Chloropyridine-1-oxide (775A) Commercially available 3-chloropyridine (11.36 g, 100 mmol) was dissolved in 60 mL of acetic acid and 30% hydrogen peroxide (15 mL) was added. The reaction mixture was heated to 70 C. for 16 h. The cooled reaction mixture was diluted with chloroform and stirred with solid potassium carbonate. The mixture was filtered and solvent removed in vacuo to give compound 775A (10.21 g, 79%) as a yellow-green oil.

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. 626-60-8, 3-Chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); 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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 19337-97-4

Under N2 atmosphere, HOBt hydrate (0.31 g, ca. 2.0 mmol, MW = 125.12 + ca. 12 percent H20), EDCI (0.33 g ca. 2.1 mmol, MW = 155.25) and (£)-3-(3-pyridyl)acrylic acid (0.33 g, 2,2 mmol, MW = 149.137) were added sequentially to a cooled (0 °C) solution of 8 (0.515 g. 2 mmol, MW = 256.392) in dry CH2CI2 (7 mL). after stirring at 0 °C for 10 min N- methylmorpholine (0.44 mL) was added drop-wise under stirring at 0 °C. The mixture was then allowed to reach room temperature under stirring and stirred until completion of the reaction (monitored by TLC). A saturated aqueous solution of NaHC03 (15 mL) was added and stirred vigorously for 5 min. The aqueous layer was extracted with CH2CI2 (5 mL, 3 times). The combined organic extracts and solution were washed with brine (50 mL) and dried (MgS04). The solvent was evaporated in vacuo and the residue purified by FC (EtOAc) to give acrylamide 9 (0.643 g, 83 percent, MW = 387.513) as a yellow oil that was used directly in the following reaction. Solution of compound 9 (0.39 g, 1 mmol, MW = 387.513) in 4M HCI/dioxane solution (1 .0 mL) was stirred at 20 °C for 30 min (monitored by TLC). After solvent evaporation in vacuo, salt 9a (0.299 g, 92.3percent, MW = 323.889) was obtained as a white solid; it was used in the next step without purification. (0187) 1H NMR (400 MHz, CD3OD): delta = 9.15 (d, 1 H, J = 1 .5 Hz), 8.91 (dt, 1 H, J = 8.3 Hz, 1 .6 Hz), 8.86 (d, 1 H, J = 5.7 Hz), 8.17 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.06 (d, 1 H, J = 15.8 Hz), 3.62 (t, 2H, J = 6.1 Hz), 3.45 (t, 2H, J = 7.1 Hz), 3.35-3.31 (m, 3H), 3.19- 3.09 (m, 2H), 2.09-1 .99 (m, 2H), 1 .95-1 .84 (m, 4H). (0188) Yield: 0.53g (82percent), white solid, 1 H NMR (400 MHz, CD3OD): delta = 9.12 (d, 1 H, J = 1 .6 Hz), 8.90-8.83 (m, 2H), 8.15 (dd, 1 H, J = 8.2 Hz, 5.8 Hz), 7.67 (d, 1 H, J = 15.8 Hz), 7.01 (d, 1 H, J = 15.8 Hz), 3.42-3.34 (m, 4H), 2.99 (td, 2H, J = 12.7 Hz, 2.3 Hz), 2.02-1 .94 (m, 2H), 1 .69- 1 .58 (m, 3H), 1 .50-1 .34 (m, 6H).

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, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; CENTRE HOSPITALIER UNIVERSITAIRE VAUDOIS CHUV; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC); VOGEL, Pierre; DUCHOSAL, Michel; AIMABLE, Nahimana; INMACULADA, Robina; MOLLINEDO, Faustino; NENCIONI, Alessio; (105 pag.)WO2018/24907; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52313-50-5, 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. 52313-50-5, name is Picolinimidamide. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2-(4-methyl-2-(naphthalen-2-yl)thiazol-5-yl)-5-(methylsulfonyl)-1,3,4-oxadiazole(9) (0.09 g, 0.25 mmol) in dry DMF (5 mL), the appropriateamine, hydrazine, guanidine or carboxamidine (0.4 mmol) was added.The reaction mixture was heated at 80 C for 0.5-12 h, and then pouredon ice water (50 mL). The formed solid was extracted with ethyl acetate(10 mL). The organic layer was evaporated under reduced pressure. Theobtained crude material was then purified by column chromatography.Physical properties and spectral analysis of isolated products are listed below:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52313-50-5, its application will become more common.

Reference:
Article; Hannoun, Mohamed H.; Hagras, Mohamed; Kotb, Ahmed; El-Attar, Abdul-Aziz M.M.; Abulkhair, Hamada S.; Bioorganic Chemistry; vol. 94; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1195-59-1 , The common heterocyclic compound, 1195-59-1, name is 2,6-Pyridinedimethanol, molecular formula is C7H9NO2, 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 A Preparation of 2,6-bis(chloromethyl)pyridine To 100 mL of thionyl chloride that was cooled (ice bath) was added 24 g (0.17 mol) of 2,6-bis(hydroxymethyl)pyridine. After 30 min, the reaction mixture was warmed to room temperature, then refluxed for 1.5 hrs. After cooling the reaction mixture to room temperature, the solid which formed was filtered, washed with benzene and dried in vacuo. The solid was then neutralized with saturated NaHCO3, filtered and dried to yield 23.1 g (71.5%) of the titled product as an off-white crystalline solid, mp 74.5-75.5 C., and further characterized by: 1 H NMR (CDCl3); delta 4.88 (s, 4H), 7.25-7.95 (m, 3H).

The synthetic route of 1195-59-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Dow Chemical Company; The University of Texas; US5834456; (1998); 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. 15513-52-7, name is 2,6-Dimethyl-3-nitropyridine, molecular formula is C7H8N2O2, 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. Quality Control of 2,6-Dimethyl-3-nitropyridine

3-Nitro-2,6-lutidine (2.50 g, 16.5 mmol, 1 equiv.) was dissolved in 200 mL of argonpurged carbon tetrachloride. The reaction mixture was heated to 50 C under argon. AIBN (0.14 g, 0.83 mmol, 5 mol%) was added to the reaction mixture in one portion under constant stirring, followed by the addition of NBS (2.93 g, 16.5 mmol, 1 equiv.) in small portions over a period of 2 hours. The reaction mixture was further refluxed for 8 hours at constant stirring and under light irradiation. Once the reaction was complete, solvent was removed in vacuo producing a brownish residue. This residue was suspended in a mixture of methanol-dichloromethane, in which non-dissolved solids were removed by filtering through a Si02 plug (ca. 120 mL) using an eluent of methanol-dichloromethane (1:20 v/v). Fractions containing ii were combined and solvent was removed in vacuo. The resultant oil was subject to Si02 column chromatography using a mixture of ethyl acetate (gradient from 2% to 10%) in hexanes as an eluent. Fractions containing product were concentrated in vacuo producinganalytically pure ii. Yield: 0.41 g, 1.78 mmol, 11%. ?H NMR, 500 MHz (CDC13, ppm): oe =8.26 d (1H, Ar, J = 9 Hz), 7.47 d (1H, Ar, J = 9 Hz), 4.52 s (2H, CH2), 2.83 s (3H, CH3). ?3C NMR, 75 MHz (CDC13, ppm): oe = 160.46, 153.73, 144.66, 133.66, 121.61, 32.07, 23.84. ESIMS (mlz): [M+H], calculated: 231.0, found: 231.0.

With the rapid development of chemical substances, we look forward to future research findings about 15513-52-7.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK UNIVERSITY AT BUFFALO; HEALTH RESEARCH, INC.; MORROW, Janet, R.; TSITOVICH, Pavel, B.; DORAZIO, Sarina, J.; OLATUNDE, Abiola, O.; SNYDER, Eric, M.; SPERNYAK, Joseph, A.; BURNS, Patrick; BOND, Christopher, J.; WO2015/38943; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14150-94-8 , The common heterocyclic compound, 14150-94-8, name is 1-Methyl-3,5-dinitro-1H-pyridin-2-one, molecular formula is C6H5N3O5, 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 mixture of SP-0010418-2 (1.2 g, 5.128 mmol), 1-methyl-3,5-dinitropyridin- 2(1H)-one (1.53 g, 7.692 mmol) and 7.0 M NH3/MeOH (2.0 mL) in MeOH (8.0 mL) was stirred at 90 C for 0.5 h under microwave irridation. The residue was purified by silica gel column chromatography (using petroleum ether/EtOAc = 10:0 – 7:3) to give mixture SP0010418-162-3A and SP-0010418-162-3B (910 mg, yield: 57%). LC-MS 314 (M+H), 91%(UV2l4nm).

The synthetic route of 14150-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; F.HOFFMANN-LAROCHE LTD; YUAN, Junying; HAN, Nianhe; YI, Hua; WANG, Yuguang; YANG, Song; WONG, Jason, Christopher; WO2014/145512; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14667-47-1, 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 14667-47-1 as follows.

2-Amino-nicotinic acid methyl ester (1.00g, 6.57 mmol) described in Preparation Example A-2 was dissolved at 0C in a mixed solution of nitric acid (0.7mL) and sulfuric acid (2.6mL), which was stirred at 0C for 40 minute and at room temperature for 19 hours, then, further stirred at 70C for 4 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution at 0C, which was extracted with ethyl acetate and tetrahydrofuran, the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo. Methanol was added to the residue, the precipitated solid was filtered to obtain the title compound (459mg, 2.33mmol, 35%) as a white solid. 1H-NMR Spectrum (DMSO-d6) delta(ppm) : 3.86 (3H, s), 8.14 (1H, brs), 8.62 (1H, brs), 8.68 (1 H, d, J=2.7Hz), 9.04 (1 H, d, J=2.9Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14667-47-1, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem