Category: pyridine-derivatives

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

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. 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one), the common compound, a new synthetic route is introduced below. name: 1,1′-Thiocarbonylbis(pyridin-2(1H)-one)

(c) N-(2,4-Difluoro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide A mixture of N-(3-amino-2,4-difluoro-benzyl)-2,2-dimethyl-propionamide (570 mg, 2.35 mmol), 1,1′-thiocarbonyldi-2(1H)-pyridone (550 mg, 2.35 mmol) and dioxane (20 mL) is stirred at reflux overnight. The reaction mixture is concentrated, diluted with DCM, filtered through a pad of silica gel and the filtrate is concentrated to give the title compound. Yield: 440 mg (65%). Rf=0.80 (silica gel, DCM:EtOH 95:5).

The synthetic route of 102368-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/214786; (2012); 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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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

Synthetic Route of 1072448-08-8 , The common heterocyclic compound, 1072448-08-8, name is Methyl 3-amino-5-bromopicolinate, molecular formula is C7H7BrN2O2, 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.

Step 3: methyl 3-amino-5-(benzylsulfanyl)pyridine-2-carboxylate: [00313] A flask containing methyl 3-amino-5-bromopyridine-2-carboxylate (826 mg, 3.57 mmol, Step 2), benzylthiol (630 muL, 5.37 mmol) and DBU (1.6 mL, 10.7 mmol) mixed with N- methylmorpholine (8 mL) was flushed with nitrogen, and the reaction mixture heated at reflux for 40 minutes, with brisk stirring as a second phase forms, then brought to room temperature. The mixture was partially concentrated, treated with 1 M aqueous citric acid (7 mL) and extracted four times with 1:1 CH2Cl2/heptane. The combined organic phases were washed with 1:11 M aqueous citric acid/brine, and the separated aqueous phase was extracted once with 1:1 CH2Cl2/heptane. The organic phases were dried (Na2SO4), combined and filtered with a thorough CH2Cl2 rinse of the solids. The filtrate was concentrated and chromatographed on silica (0 to 10% ethyl acetate in 1:1 CH2Cl2/heptanes) to give the titled compound (518 mg). 1H NMR (500 MHz, DMSO-d6) delta ppm 3.77 (s, 3H), 4.30 (s, 2H), 6.70 (s, 2H), 7.14 (d, J = 2.0 Hz, 1H), 7.24 – 7.28 (m, 1H), 7.31 – 7.35 (m, 2H), 7.40 – 7.43 (m, 2H), 7.73 (d, J = 2.0 Hz, 1H); MS (DCI) m/z 275 (M+H)+.

The synthetic route of 1072448-08-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE S.A.R.L.; GALAPAGOS NV; ALTENBACH, Robert, J.; COWART, Marlon, D.; DE MUNCK, Tom, Roger Lisette; DROPSIT MONTOVERT, Sebastien Jean, Jacques Cedric; GFESSER, Gregory, A.; KELGTERMANS, Hans; MARTINA, Sebastien, Laurent Xavier; VAN DER PLAS, Steven, Emiel; WANG, Xueqing; (300 pag.)WO2016/193812; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 148493-37-2 ,Some common heterocyclic compound, 148493-37-2, molecular formula is C5H2Cl2IN, 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 degassed solution of iodide (2.0 g, 7.30 mmol), boronic ester (2.70 mL, 7.305 mmol) and 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (238 mg, 0.365 mmol)was added degassed aq. K3P04 (22 mL, 22.0 mmol, 1M). The reaction mixture was stirred atroom temperature for 16 h. The mixture was concentrated, diluted with EtOAc and the aqueouslayer was cut. The organic layer was dried over Mg2S04 and concentrated to a black oil. Themixture was purified on silica with DCM to obtain (E)-3-(4-((tert-butyldimethylsilyl)oxy)but-1-10 en-1-yl)-2,6-dichloropyridine (2.5 g, 100% yield). MS (M+Ht: 331.

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. 148493-37-2, 2,6-Dichloro-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/121416; (2014); 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

Related Products of 153034-82-3 ,Some common heterocyclic compound, 153034-82-3, molecular formula is C6H3FINO, 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 dry 15mL ChemGlass pressure bottle under N2 was added 4-iodo-2- fluoro-3-formylpyridine (314 mg, 1.25 mmol), (2-chloro-4-fluorophenyl)hydrazine (210 mg, 1.31 mmol), and anhydrous NMP (5 mL). The reaction mixture was purged with argon, heated at 185C for 2h, and then at 140C for 36h. The reaction mixture was worked up according to the procedure described in Intermediate 69A and the crude product was purified by Biotage Silica gel chromatography using a 80g Thompson Single Step silica cartridge with a linear gradient from 100% hexanes to 100% CH2CI2 over 12 column volumes to give 63.5 mg (13.6%) of the title compound as a pale yellow solid, LC/MS (Condition B): ret. T = 3.7 min, (M+H)+ 373.88, 375.88 and 149.3mg (30.3%) of the hydrazone intermediate as a pale yellow solid, LC/MS (Condition B): ret. T = 4.2min, (M+H)+ 393.90, 395.90.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153034-82-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); 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