Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 101012-32-2, (2-Chloropyridin-3-yl)acetonitrile, 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, name: (2-Chloropyridin-3-yl)acetonitrile, blongs to pyridine-derivatives compound. name: (2-Chloropyridin-3-yl)acetonitrile

To a solution of 2-(2-methylpyridin-3-yl)acetoni- trile (1.0 g, 6.6 mmol) and methyl acrylate (1.8 mE, 19.9 mmol) in THF (10 mE) at 0 C. was added potassiumtert-butoxide (8.6 mE, 8.6 mmol, 1 M in THF) and the resulting reaction mixture stirred at 25 C. for 3 h. The mixture was partitioned between H20 (100 mE) and EtOAc (80 mE), the aqueous layer further extracted with EtOAc (2×80 mE), combined organics dried (Na2SO4) and the solvent removed in vacuo. The residue was purified by colunm chromatography (normal silica, mesh size: 60-120, 0% to 0.5% MeOH in DCM) to give methyl 5-(2-chloro- pyridin-3-yl)-5-cyano-2-oxocyclohexane- 1 -carboxylate (1.2 g, 63%) as a yellow liquid.ECMS (Method F): mlz 293 (M+H) (ESj, at 1.97 mm UV active.

The synthetic route of 101012-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Heptares Therapeutics Limited; Brown, Giles Albert; Congreve, Miles Stuart; Pickworth, Mark; Tehan, Benjamin Gerald; (107 pag.)US2018/105491; (2018); A1;,
Pyridine – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 59207-23-7, 2-Methylthieno[3,2-c]pyridin-4(5H)-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, 59207-23-7, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Methylthieno[3,2-c]pyridin-4(5H)-one

7-bromo-2-methyIthieno [3,2-cl pyridin-4(5//)-one; To a solution of 2-methylthieno [3,2- c]pyridin-4(5H)-one (4.84 g, 28.9 mmol) in acetic acid (84.0 mL) is added bromine drop wise (1.64 mL, 31.8 mmol). The reaction mixture is heated to reflux for one hour. After one hour, the solution is cooled to rt, and water is added until a solid is formed. The remaining solid is filtered, rinsed with water, and dried under vacuum to afford the title compound (6.01 g, 85% yield). 1H NMR delta 11.7 (br s, IH), 7.47 (s, IH), 7.30 (s, IH), 3.38 (s, 3H). LCMS (ES, M+H=245).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59207-23-7, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/106326; (2006); A1;,
Pyridine – Wikipedia,
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Application of 13472-85-0, Adding some certain compound to certain chemical reactions, such as: 13472-85-0, name is 5-Bromo-2-methoxypyridine,molecular formula is C6H6BrNO, 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 13472-85-0.

The mixture of 5-bromo-2-methoxypyridine (15.00 g, 79.78 mmol) and diluted hydrochloric acid (6M, 150 mE) was stirred for 20 hat 100 C. Afier the reaction finished, the mixture was diluted with water (600 mE), adjusted pH to 7 with aq. NaOH solution (iM), and then extracted with EtOAc (200 mE*4). The combined organic phase was washed with sat. aq NaC1 (20 mE), dried over Na2504, filtered and concentrated in vacuo. The residue was mashed with mixed solvents (PE/EtOAc =10/i, 100 mE), filtered and then washed with PE (5 mE*3), dried in vacuo to give compound B-i_2 as white solid (10.42 g, 61.55%). ?H NMR (400 MHz, CDC13) oe: 11.76 (bts., iH), 7.70 (d, J=3.0 Hz, iH), 7.56 (dd, J=2.5, 9.5 Hz, iH), 6.36 (d, J=9.5 Hz, iH).

According to the analysis of related databases, 13472-85-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHIJIAZHUANG SAGACITY NEW DRUG DEVELOPMENT CO., LTD.; SHIH, Neng-yang; CHEN, Bin; ZHANG, Lei; LI, Jian; CHEN, Shuhui; US2019/62315; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14237-71-9 , The common heterocyclic compound, 14237-71-9, name is 2-Chloro-4,6-dimethylnicotinonitrile, molecular formula is C8H7ClN2, 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: A mixture of the corresponding chloroderivatives (pyridine, pyridazine, coumarin, and nicotinic acid)(10 mmol), selenium metal (1 g, 12 mmol) and sodium borohydride (1.2 g, 32 mmol) in EtOH (50 mL) were stirred till colorless. After that, DMF (20 mL) was added then deep red browncolor appeared. An additional selenium metal (1 g, 12 mmol)was added with EtOH (5 mL). The reaction mixture was reuxedfor 3 hrs., then cooled and poured in ice/HCl. The solid thus separated out was fltered, dried, and recrystallized from ethanol.2,2-Bis(3-cyano-4,6-dimethyl)dipyridyldiselenide (5a): mp244-245C. Data is in agreement with literature survey.20

The synthetic route of 14237-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdel-Hafez, Shams H.; Abdelwahab, Ahmed B.; Kirsch, Gilbert; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 10; (2017); p. 1114 – 1118;,
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Adding a certain compound to certain chemical reactions, such as: 139585-70-9, 6-Bromonicotinonitrile, 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, HPLC of Formula: C6H3BrN2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3BrN2

0.54 g of intermediate 3-1,0.28 g of 2-bromo-5-cyanopyridine, 1.28 g of tripotassium phosphate,And 0.15 g of [1,1-bis (diphenylphosphino) ferrocene] palladium dichloride,10 mL of DME was added. The mixture was stirred at 80 C. for 2 hours,After cooling to room temperature, water was added and the mixture was extracted with ethyl acetate.The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure.The obtained residue was subjected to silica gel chromatography (hexane: ethyl acetate = 1: 3) to obtain 0.26 g of the active compound A-52 shown below.

The synthetic route of 139585-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; MURAKAMI, SHINICHIRO; (291 pag.)JP2018/76354; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 56809-84-8, 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. 56809-84-8, name is 3,4-Dichloro-5-nitropyridine. A new synthetic method of this compound is introduced below.

To a solution of NaH (60% in mineral oil, 1.33 g, 33.42 mmol) in DMF (40 mL) at 0 C was added dropwise tert-butyl methyl malonate (5.65 mL, 33.42 mmol) in DMF (10 mL). The mixture was stirred at ft for 30 mm., then 3,4-dichloro-5-nitropyridmne (commercial, 4.3 g, 22.28 mmol) in DMF (10 mL) was added dropwise at 0 C. The reaction mixture was stirred at rt for 6 h, then acidified to pH 3 with a 2N aqueous solution of HCI. The reaction mixture was poured onto ice water and the compound was extracted in Et20. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue waspurified by column chromatography using 20% EtOAc in hexanes to afford 3.83 g of tertbutyl methyl (3-chloro-5-nitropyridin-4-yl)propanedioate a4 as pale yellow solid.Yield: 52%.1H NMR (400 MHz, CDCI3) 6 9.15 (s, 1H), 8.88 (s, 1H), 5.37 – 5.51 (m, 1H), 3.79 (s, 3H),1.46 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56809-84-8, 3,4-Dichloro-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SPRL; SKOLC, David; ATES, Ali; JNOFF, Eric; VALADE, Anne; (99 pag.)WO2016/55482; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 879668-17-4, 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. 879668-17-4, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine hydrochloride, molecular formula is C6H10ClN3, 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.

Step 209.1 : To a suspension of 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine hydrochloride (700mg) was added DIPEA (2.5ml) and Boc2O (0.945ml) at 0C. The reaction mixture was stirred at 0C for 2h, diluted with DCM and washed with water. The aq. phase was extracted with DCM. The combined org. layers were dried (MgSO4), filtered off and evaporated to dryness. The residue was purified by CC (Biotage, SNAP 25g cartridge, solvent A: DCM; solvent B: DCM/MeOH 8/2; gradient in %B: 15 for 3CV, 15 to 25 over 3CV, 25 for 5CV) to afford 1,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester (298mg, white solid). LC-MS (B): tR = 0.50min; [M+H]+: 223.96.

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 879668-17-4, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine hydrochloride.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CAROFF, Eva; KELLER, Marcel; KIMMERLIN, Thierry; MEYER, Emmanuel; WO2013/114332; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1945-84-2, 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. 1945-84-2, name is 2-Ethynylpyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred solution of alkyne (1 mmol) in CH2Cl2 (3 mL), TsNBr2 (1.2 mmol) and DBU (1.2 mmol) was added. The progress of the reaction was monitored by TLC. After the completion of the reaction sodium thiosulfate (200 mg) was added to the reaction mixture and further stirred for 5 min. The reaction mixture was washed with water and extracted with ethyl acetate. The organic layer was separated and dried over Na2SO4 and concentrated in vacuo. Purification of the crude product by flash chromatography on silica gel (230-400mesh) with petroleum ether as eluent gave the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1945-84-2, 2-Ethynylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Rajbongshi, Kamal Krishna; Hazarika, Debojit; Phukan, Prodeep; Tetrahedron; vol. 72; 29; (2016); p. 4151 – 4158;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60290-21-3, 4-Chloro-1H-pyrrolo[3,2-c]pyridine, 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, 60290-21-3, blongs to pyridine-derivatives compound. Recommanded Product: 4-Chloro-1H-pyrrolo[3,2-c]pyridine

Cul (110 mg, 0.12 mmol), /rans-N, N?-dimethylcyclo hexane- 1, 2-diamine (37.9 iiL, 0.24 mmol) and K2C03 (332 mg, 2.40 mmol) were added to a stirred solution of 4- chloro-lH-pyrrolo[3,2-c]pyridine [60290-21-3] (238 mg, 1.56 mmol) and 4-iodo-l- methyl-lH-imidazole [71759-87-0] (250 mg, 1.20 mmol) in toluene (5 mL). The reaction mixture was stirred at 105 C for 24 h, cooled to room temperature and partitioned between NaHCCL (sat., aq.) and EtOAc. The aqueous phase was extracted with EtOAc (twice). The combined organic phases were washed with brine, dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude mixture was purified by flash column chromatography (silica, heptane/EtOAc, gradient from 100:0 to 0:100) to afford 1-139 (120 mg, 43%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60290-21-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); 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.97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, molecular weight is 183.01, as common compound, the synthetic route is as follows.Quality Control of 5-Bromopicolinonitrile

A solution of 5-bromo-2-pyridinecarbonitrile (2.0 g, 10.9 mmol) in dichloromethane (75 mL) was cooled to -78 degrees C., then a solution of DIBAL in toluene (1.5 M, 7.3 mL, 10.9 mmol) was added dropwise, taking care to keep the temperature below -65 degrees C. The resulting orange solution was stirred at -78 degrees C. for 5 h, then was allowed to gradually warm to 0 degrees C. The reaction was cooled back to -78 degrees C., then was quenched by dropwise addition of 20% aq. HCl. After warming to room temperature, the organic layer was separated, concentrated in vacuo and purified by chromatography to provide the product. The aqueous layer was treated with solid sodium bicarbonate until neutral, then this emulsion was extracted with ethyl acetate (3¡Á). These extracts were dried over sodium sulfate and concentrated in vacuo to provide additional product, 5-bromo-2-pyridinecarbaldehyde. 1H NMR (400 MHz, CDCl3) delta 7.85 (d, J=8.18 Hz, 1H), 8.02 (d, J=8.18 Hz, 1H), 8.85 (s, 1H), 10.03 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,97483-77-7, 5-Bromopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem