Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 912934-77-1, 6-Bromopyridine-2-sulfonyl chloride, 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: 6-Bromopyridine-2-sulfonyl chloride, blongs to pyridine-derivatives compound. name: 6-Bromopyridine-2-sulfonyl chloride

Step 1-Preparation of 1-((6-bromopyridin-2-yl)sulfonyl)pyrrolidine-3-carbonitrile, 64 To 6-bromopyridine-2-sulfonyl chloride (100 mg, 0.39 mmol) was added pyrrolidine-3-carbonitrile (37.48 mg, 0.39 mmol) and dichloromethane (2 ml). The reaction was allowed to stir at room temperature for 30 minutes. The reaction was quenched with saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated to dryness to provide 1-((6-bromopyridin-2-yl)sulfonyl)pyrrolidine-3-carbonitrile 64. This material was used in the next step without further purification.

The synthetic route of 912934-77-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plexxikon Inc.; Wu, Guoxian; Wu, Jeffrey; Chan, Katrina; Dong, Ken; Ewing, Todd; Ibrahim, Prabha N.; Lin, Jack; Spevak, Wayne; Zhang, Ying; (150 pag.)US2017/158690; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 799293-73-5, 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. 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine, molecular formula is C7H5BrN2O, 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.

1, 1-dimethylethyl 5-(4-aminofurof3,2-clDyridin-3-yl)-4-fluoro-2,3-dihvdro-1H-indole-1- carboxylate3-Bromofuro[3,2-c]pyridin-4-amine (310 mg, 1 .455 mmol), 1 , 1-dimethylethyl 4-fluoro-5- (4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-indole-1-carboxylate (577 mg, 1 .589 mmol), PdCI2(dppf)-CH2CI2 adduct (65 mg, 0.080 mmol), 1 ,4-Dioxane (15 mL), and saturated aqueous sodium bicarbonate (4.5 mL, 4.50 mmol) were added to a 200 mL flask equipped with a reflux condenser. The flask was evacuated and filled with nitrogen 4 times, and then the mixture was stirred at 100 C under Nitrogen for 15 hours. LCMS showed complete and clean conversion, so it was cooled and filtered through celite, rinsing with EtOAc (50 mL). The filtrate was washed with half-saturated aqueous NaHC03 (50 mL), and the aqueous phase was back-extracted with ethyl acetate (2 chi 50 mL). The combined organic phases were washed with brine (1 chi 100 mL), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (Analogix, 60 g Si02, 10%-75% EtOAc in hexanes gradient over 60 minutes) to give 1 ,1 -dimethylethyl 5-(4-aminofuro[3,2-c]pyridin-3-yl)-4-fluoro-2,3-dihydro- 1 H-indole-1 -carboxylate (205 mg, 0.555 mmol, 38.1 % yield) as an off-white solid. LC/MS (ES) m/z = 370 [M+H]+

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 799293-73-5, 3-Bromofuro[3,2-c]pyridin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 29241-66-5, 5-Bromo-2-fluoronicotinic 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, HPLC of Formula: C6H3BrFNO2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3BrFNO2

Iodomethane 0.75 mL (12 mmol) and potassium carbonate 2.5 g (18 mmol) were added to a DMF (8 mL) solution of 5-bromo-2-fluoronicotinic acid 2.0 g (9.1 mmol), and the mixture was stirred at room temperature for 20 hours. After the completion of the reaction, water was added to the reaction mixture, and followed by extraction with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (eluting solvent: hexane:ethyl acetate) to give the title compound 1.7 g (7.3 mmol, yield 80%) as a white solid. Mass spectrum (CI, m/z):234, 236[M+1]+. 1H-NMR spectrum (400MHz, DMSO-d6) delta:8.66 (dd, J = 1.3, 2.6 Hz, 1H), 8.56 (dd, J = 2.6, 8.2 Hz, 1H), 3.89 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,29241-66-5, 5-Bromo-2-fluoronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; UBE Industries, Ltd.; KOMORI, Ken-ichi; NINOMIYA, Akishi; USHIYAMA, Shigeru; SHINOHARA, Masaru; ITO, Koji; KAWAGUCHI, Tetsuo; TOKUNAGA, Yasunori; KAWADA, Hiroyoshi; YAMADA, Haruka; SHIRAISHI, Yusuke; KOJIMA, Masahiro; ITO, Masaaki; KIMURA, Tomio; (432 pag.)EP3333163; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38923-08-9, Adding some certain compound to certain chemical reactions, such as: 38923-08-9, name is Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate,molecular formula is C10H9N3O4, 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 38923-08-9.

A suspension of ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate (20) (20 g, 85 mmol) in MeOH (200 ml) was cooled to 0 C, 12M hydrogen chloride (70 ml, 850 mmol) was added drop wise followed by portion wise addition of zinc (22.3 g, 340 mmol). The reaction mixture was stirred for 30 minutes.Next, MeOH (140 ml) was added and the reaction was quenched with concentrated NH3(15 equiv.) and filtered. The solid residue was washed with MeOH (2 x 25 ml). The filtratewas concentrated and re-suspended in CHC13 (700 ml), H20 (300 ml) and concentrated NH3(300 ml, 35% solution). This mixture was stirred until everything was dissolved. The layerswere separated and the water layer was extracted once with CHC13. The organic layers werecombined, washed with a saturated aqueous NaC1 solution (50 ml), dried over MgSO4,filtered and concentrated in vacuo to yield ethyl 6-aminoimidazo [1 ,2-a]pyridine-2-carboxylate (21) (11.8 g, 68%) as a grey/green solid. UPLC-MS confirmed that the desired product was obtained.

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. 38923-08-9, Ethyl 6-nitroimidazo[1,2-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNTHON BIOPHARMACEUTICALS B.V.; HUIJBRGTS, Tijl; ELGERSMA, Ronald Christiaan; BEUSKER, Patrick Henry; JOOSTEN, Johannes Albertus Frederikus; COUMANS, Rudy Gerardus Elisabeth; SPIJKER, Henri Johannes; MENGE, Wiro; DE GROOT, Franciscus Mariuns Hendrikus; WO2015/185142; (2015); 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. 17117-13-4, name is 2-Bromo-4-ethoxypyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H8BrNO

7.05.01. 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(4-ethoxy-pyridin-2-yl)-piperazin-1-yl)-ethanone 17 mg BINAP and 24 mg tris-(dibenzylidenacetone)palladium(0) were added to 255 mg casiumcarbonate, 65 mg 2-brom-4-ethoxy-pyridine and 100 mg 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-piperazin-1-yl-ethanone in 10 mL toluole under nitrogen atmosphere. The reaction was refluxed for 4 days. The mixture was filtered and the filtrate was evaporated. The residue was purified by HPLC. Rt: 1.22 min (method B), (M+H)+: 505 By using the same synthesis strategy as for 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(4-ethoxy-pyridin-2-yl)-piperazin-1-yl)-ethanone the following compounds was obtained:

The synthetic route of 17117-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; US2013/184248; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1235036-15-3 ,Some common heterocyclic compound, 1235036-15-3, molecular formula is C10H11BrClNO2, 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 Example 1.23.2 (12.3 g) and tert-butyl 3-bromo-6-chloropicolinate (5.9 g) in dioxane (50 mL) was added (1S,3R,5R,7S)-1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphaadamantane (CyTop) (0.52 g) and bis(dibenzylideneacetone)palladium(0) (0.66 g). After several house vacuum/nitrogen refills, potassium phosphate (4.06 g) and water (25 mL) were added and the reaction was heated at 80 C. under nitrogen for 30 minutes. The reaction was cooled and then water and ethyl acetate were added. The organic layer was separated and washed with brine. The combined aqueous layers were extracted with ethyl acetate, and dried over sodium sulfate. The solution was filtered, concentrated and chromatographed on silica gel using 33% ethyl acetate in heptanes to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235036-15-3, its application will become more common.

Reference:
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 29681-44-5, Methyl 5-bromonicotinate, 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, 29681-44-5, blongs to pyridine-derivatives compound. Recommanded Product: 29681-44-5

Preparation 66 ;5-Cyano-nicotinic acid methyl ester; Reflux a solution of methyl 5-bromonicotinate (2.16 g, 10.0 mmol, 1 equiv) and copper (I) cyanide (1.79 g, 20.0 mmol, 2.0 equiv) in anhydr DMF (10 mL) for 15 h. After allowing to cool, filter the reaction mixture through Celite rinse with EtOAc (100 mL). A black precipitate forms in the filtrate. Wash the filtrate with salted H20 (3 x 100 mL). Dry the organic layer (anhydr Na2S04) and rotary evaporate (40 C) giving 546 mg (33.7%) of product as a light-yellow solid. Transfer this material to a column of silica gel (80 mm x 20 mm dia. ) and elute (20-35% EtOAc/hex) to yield 501 mg (30.9%) of 5- cyano-nicotinic acid methyl ester as an off-white solid. MS (m/e): 163.07 (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,29681-44-5, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116986-09-5, 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. 116986-09-5, name is Methyl 3-(bromomethyl)picolinate, molecular formula is C8H8BrNO2, 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.

To a solution of methyl 3-(bromomethyl)picolinate (6.0 g, 26.0 mmol) in CH3CN (200 mL) was added TBAF (10.2 g, 39.0 mmol) and TMSCN (5.2 g, 52.0 mmol) at 0 C. The mixture was stirred at 30 C for 16 h under N2. The solution was then diluted with DCM and washed with sat. NaC1. The organic layer was dried over Na2SO4 and concentrated in vacuum to give the crude product. This crude product was purified by column chromatography (PE:EA=5: 1–2: 1) to afford the desired product (2.3 g, 50.3%). ?H NMR (400MHz, CDC13) (ppm): 8.76 (dd, J=1.5, 4.6 Hz, 1H), 8.04 (td, J=0.8, 8.0 Hz, 1H), 7.58 (dd, J=4.6, 8.0 Hz, 1H), 4.31 (s, 2H), 4.04 (s, 3H). LCMS (mlz): 177.0 [M+H]+

According to the analysis of related databases, 116986-09-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, molecular formula is C12H9ClN2O3, 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. SDS of cas: 179687-79-7

2-(2-chloro-4-nitro-phenoxymethyl)-pyridine (8 g, 30.2 mmol, 1 equiv) and iron (8.44 g, 151.1 mmol, 5 equiv) were mixed in acetic acid (100 mL) and EtOAc (50 mL) and were stirred at rt overnight. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated in vacuo and neutralized with saturated Na2CO3 solution. The solution was extracted with EtOAc and the organic layer was washed with brine and concentrated in vacuo. The resulting crude material was purified by flash chromatography eluting with EtOAc/hexane (3:7) to give 3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine (3.2 g, 52%) as a white solid. 1H-NMR (CDCl3-d) delta 5.18 (s, 2H), 6.50 (dd, 1H), 6.76 (d, 1H), 6.80 (d, 1H), 7.22 (m, 1H), 7.64 (d, 1H), 7.73 (td, 1H), 8.55 (m, 1H); LCMS RT=0.89 min, [M+H]+=235.1.

With the rapid development of chemical substances, we look forward to future research findings about 179687-79-7.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/298297; (2010); 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. 89364-04-5, name is 3-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-Bromo-4-nitropyridine

Example 1 (0052) Non-radioactive fluorination of 3-bromo-4-nitropyridine (3): 10 muL of 1 M tetrabutylammonium fluoride (TBAF) solution in THF (10 mumol, 0.5 eq.) was added to a solution of 3-bromo-4-nitropyridine (96%, Aurum Pharmatech, LLC) (20 mumol, 1 eq.) in 500 L of anhydrous dimethylsulfoxide (DMSO) in a 2 mL HPLC vial. The reaction was analyzed by HPLC (conditions A). Retention times: 3-bromo-4-nitropyridine (3)=10.83 min, 3-fluoro-4-nitropyridine=8.38, 3-bromo-4-fluoropyridine (6)=11.76 min. Retention times for the product matched within 0.05 min the reference standard. Identity of the product was confirmed by HR-MS (m/z M+ exp.: 174.9423, calc: 174.9433) and 1H, 13C and 19F NMR. Product amount was calculated from the area under the curve of the HPLC UV1 trace using a calibration curve.

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, 89364-04-5, 3-Bromo-4-nitropyridine.

Reference:
Patent; The University of Chicago; Brugarolas, Pedro; (35 pag.)US2017/355648; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem