Day: March 22, 2022

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 75291-85-9, name is 5-Bromo-2-chloronicotinamide. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-2-chloronicotinamide

Preparation 118tert-butyl (3S,4R)-4-[(5-bromo-3-carbamoylpyridin-2-yl)oxyl-3-fluoropiperidine- 1 -carboxylate To a solution of tert-butyl-(3S,4R)-3-fluoro-4-hydroxy-piperidine- 1 -carboxylate (WO 20131011402 Al), 3.5 g, 15.98 mmol) in DMSO (20 mL) was added potassium tert-butoxide(2.68 g, 23.97 mmol) and the mixture was stirred at room temperature for 30 minutes. 5-bromo-2-chloropyridine-3-carboxamide (Preparation 177, 2.75 g, 15.98 mmol) was added and the reaction stirred at room temperature for 16 hours. The reaction was quenched by the addition of water (20 mL) and extracted into EtOAc (2 x 100 mL). The organic layers were combined, washed with water (2 x 50 mL), dried over sodium sulphate and concentrated in vacuo. Theresidue was purified using silica gel column chromatography eluting with 20% EtOAc inheptanes to afford the title compound (5.00 g, 75%).1H NMR (400 MHz, DMSO-d6): O ppm 1.40 (5, 9H), 1.80-1.86 (m, 1H), 1.92-1.97 (m, 1H), 2.93-3.00 (m, 1H), 3.07-3.12 (m, 1H), 3.90-4.18 (m, 2H), 4.95-5.08 (m, 1H), 5.35-5.43 (m, 1H), 7.52(br 5, 1 H), 7.92 (br 5, 1 H), 8.27 (d, 1 H), 8.43 (d, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 75291-85-9.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
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. 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, molecular formula is C8H5ClN2O2, 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. Formula: C8H5ClN2O2

To a solution of carboxylic acid 14 in methylene chloride under an atmosphere of nitrogen was added 1.5 equivalents of oxalyl chloride followed by catalytic amount of dimethylformamide. The reaction was stirred for 18 hours before the addition of an excess of methanol. After 2 hours stiffing the reaction was evaporated to dryness to give the title compound 15 as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.87 (s, 3H) 6.62-6.63 (m, 1H) 7.68-7.69 (m, 1H) 8.68-8.70 (m, 1H) 12.37 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 920966-03-6.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 38186-85-5, 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. 38186-85-5, name is 2-Bromo-5-fluoro-3-methylpyridine. A new synthetic method of this compound is introduced below.

To a solution of 2-bromo-5-fluoro-3-methyl-pyridine (4.90 g) in AcOEt (100 ml) and MeOH (10 ml) was subsequently added NEt3 (5.4 ml) and 1,1 ‘- bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane adduct (490 mg) and the mixture was carbonylated at 100 bar CO and 110C for 20 h. The mixture was evaporated and the residue purified by chromatography on silica gel using n- heptane/ AcOEt (7: 1) to give the title compound (3.44 g) as a pale red solid. MS: m/z = 170.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38186-85-5, 2-Bromo-5-fluoro-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; SIENA BIOTECH S.P.A.; BANNER, David; GUBA, Wolfgang; HILPERT, Hans; HUMM, Roland; MAUSER, Harald; MAYWEG, Alexander, V.; NARQUIZIAN, Robert; POWER, Eoin; ROGERS-EVANS, Mark; ROMBACH, Didier; WOLTERING, Thomas; WOSTL, Wolfgang; WO2011/138293; (2011); A1;,
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. 54232-43-8, name is 6-Bromo-5-methoxypicolinic acid. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrNO3

To a solution of 6-bromo-5-methoxy-2-pyridinecarboxylic acid (2d) (12 g, 52 mol) in pyridine (70 mL) was added EDCI (11.5 g, 59 mmol) and cyclopropylmethylamine (3.6 g, 52 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated under vacuum. The reaction mixture was diluted with water (100 mL) and ethyl acetate (100 mL). The organic layer was separated and the water layer was extracted with ethyl acetate (2 x 100 mL). The organic layers were combined and washed with water (2 x 50 mL), brine (500 mL), dried over magnesium sulphate, filtered and concentrated under vacuum to furnish 10.43g of crude product. The crude product was converted into a slurry (silica gel 20 g) and purified by flash column chromatography (silica gel 230 g, eluting with 0-100% ethyl acetate in hexane) to yield compound 6-bromo-N-(cyclopropylmethyl)-5-methoxypicolinamide (2e) (8.02 g, 54%) as off white solid, mp 67-70 C; 1HNMR (300 MHz, DMSO-d6) delta 8.51 (t, J = 5.8, 1 H), 8.02 (d, J = 8.4, 1 H), 7.65 (d, J = 8.5, 1 H), 3.96 (s, 3H), 3.14 (t, J = 6.5, 2H), 1.11 – 0.99 (m, 1 H), 0.47 – 0.36 (m, 2H), 0.27 – 0.20 (m, 2H); MS (ES+) 307.0, 309.0 (100% M+Na)

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, 54232-43-8, 6-Bromo-5-methoxypicolinic acid.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KAMATH, Vivekanand P.; GOWAN, Walter; (222 pag.)WO2016/29214; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6854-07-5, 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. 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid. A new synthetic method of this compound is introduced below.

2-Hydroxy-5-nitronicotinic acid (2.7 mmol) in a mixture of /V,/V-di methyl formamidc (2.7 mmol) and thionyl chloride (5 ml) was heated at 80C for 1 h. The mixture was allowed to cool and concentrated in vacuo. To the resulting residue was added ice- water (20 ml) and with vigorous stirring a precipitate formed. The precipitate was filtered off and dried in a vacuum oven to give a white solid (68%). (0180) ESIMS: M-l: 201. (0181) 9.30 (1H, d, H-4), 8.83 (1H, d, H-6).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6854-07-5, 5-Nitro-2-oxo-3-pyridinecarboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; BIONOMICS LIMITED; O’CONNOR, Sue; RATHJEN, Deborah; (55 pag.)WO2019/109150; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 832715-99-8, 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 832715-99-8 as follows.

A mixture of [6-(3-amino-2-methyl-phenyl)-imidazo[l,2-a]pyrazin-8- yl]-(4-morpholin-4-ylmethyl-phenyl)-amine (150mg; 0.36mmol), benzotriazol-1- yloxytris(dimethylamino)phosphonium hexafluorophosphate (450mg; l.Ommol), and diisopropylethylamine (0.3mL; 1.7mmol) is dissolved in dimethylacetamide (ImL) and stirred at room temperature for 20min. 6-te/t-butyl-nicotinic acid (200mg; l.lmmol) is added and the mixture is stirred at room temperature for 16hr.[00297] Water (1OmL) is added and the mixture is filtered to give 6-?err-Butyl-N-{2-methyl-3-[8-(4-morpholin-4-ylmethyl-phenylamino)-imidazo[l,2-a]pyrazin-6- yl] -phenyl} -nicotinamide as a crude tan solid (120mg). The crude solid is purified by flash chromatography over silica gel to provide the final compound as a pale cream solid (lOOmg)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,832715-99-8, its application will become more common.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; WHITNEY, James A.; DI PAOLO, Julie; VALLECA, Mark A.; BRITELLI, David R.; CURRIE, Kevin S.; DARROW, James W.; KROPF, Jeffrey E.; LEE, Tony; GALLION, Steven L.; MITCHELL, Scott A.; PIPPEN, Douglas A.I.; BLOMGREN, Peter A.; STAFFORD, Douglas Gregory; WO2008/33858; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 856851-48-4, 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.856851-48-4, name is 2-Chloro-5-ethoxypyridine, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.

2-Chloro-5-ethoxy-pyridine (23 mg, 0.134 mmol) was dissolved in 2 ml dioxane. To this solution was added under argon 1,3-bis-(2,6-diisopropylphenyl)-imidazolinium chloride (12 mg,0.028 mmol), Pd2dba3 (12 mg, 0.013 mmol), compound (II) (56 mg, 0.143 mmol) and NaOtBu (20 mg, 0.21 mmol). The mixture was heated under argon at 100 C. for 6 hours. After cooling, the reaction was diluted with ethylacetate, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by Prep TLC using 5% methanol in dichloromethylene to afford 23 mg of 6-Dimethylamino-2-{3-[5-(5-ethoxymethyl-pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl]-2-hydroxymethyl-phenyl}-3,4-dihydro-2H-isoquinolin-1-one (31% yield).

The chemical industry reduces the impact on the environment during synthesis 856851-48-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 597532-36-0, 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 597532-36-0, name is Ethyl 6-(trifluoromethyl)nicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethyl 6-(trifluoromethyl)nicotinate (2.2 g, 10 mmol), Pd/C (10 wt.%, 100 mg) and platinum(IV) oxide (150 mg, 0.661 mmol) in acetic acid (30 mL) was stirred in a steel bomb under hydrogen atmosphere (200 psi) at 25 C for 24 hrs. The reaction mixture was filtered through a pad of celites and washed with MeOH (150 mL). The filtrate was concentrated under reduced pressure providing crude ethyl 6- (trifluoromethyl)piperidine-3-carboxylate (776 mg; mixture of cis and trans isomers) as a colorless oil, which was directly used in the next step without further purification.LCMS (m/z): 226.1 [M+H]+; Rt = 0.36 min.

According to the analysis of related databases, 597532-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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, Quality Control of 4-Amino-3,5-dibromopyridine, blongs to pyridine-derivatives compound. Quality Control of 4-Amino-3,5-dibromopyridine

A sealed reaction vessel charged with 4-amino-3,5-dibromopyridine (643 mg, (0490) 2.55 mmol, 1 equiv) and potassium ethyl xanthogenate (495 mg, 3.09 mmol, 1.21 equiv) in N,N-dimethylacetamide (8.0 mL) was heated with microwave irradiation at 160 C for 20 min. Additional potassium ethyl xanthogenate (0.490 g, 3.06 mmol, 1.20 equiv) was added to the mixture, and the resulting solution was heated with microwave irradiation at 160 C for a further 20 min. The reaction mixture was cooled to 0 C before the addition of iodomethane (382 mu^, 6.13 mmol, 2.40 equiv). After 20 min, the reaction was concentrated in vacuo and the resultant residue purified by flash column chromatography (solvent: 2: 1 heptane / ethyl acetate). Appropriate fractions were combined and evaporated to afford 7-bromo-2-(methylthio)thiazolo[5,4-c]pyridine (505 mg, 75.7%) as a tan solid. 1H NMR (500 MHz, CDC13): delta: 8.88 (s, 1H), 8.66 (s, 1H), 2.85 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84539-34-4, 4-Amino-3,5-dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ZAK, Mark; ROMERO, F. Anthony; YUEN, Po-wai; HANAN, Emily J.; (139 pag.)WO2018/166993; (2018); A2;,
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. 90395-45-2, name is 1-(4-(Pyridin-3-yl)phenyl)ethanone. A new synthetic method of this compound is introduced below., Recommanded Product: 1-(4-(Pyridin-3-yl)phenyl)ethanone

1-(4-Pyridin-3-ylphenyl)-ethanone (75 g, 380.26 mmole), 3-bromobenzaldehyde (3-bromo) -benzaldehyde) (67g, 362.16mmole), add 1340 ml of ethanol to the reaction flask, and finally add sodium tert-butoxide (52.7 g, 543.23 mmole) at room temperature. After the reaction is complete, add 200 ml. The mixture was filtered with deionized water, and the solid was filtered, washed with deionized water and methanol. The solid was then stirred with 100 ml of deionized water and 200 ml of methanol for 30 minutes. The solid was dried twice to obtain 78 g of pale yellow solid. 3-(3-Bromophenyl)-1-(4-pyridin-3-ylphenyl)-propanone (3-(3-Bromo-phenyl)-1-(4-pyridin-3-yl-phenyl)- Propanone), yield 88.7%

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, 90395-45-2, 1-(4-(Pyridin-3-yl)phenyl)ethanone.

Reference:
Patent; E-ray Optoelectronics Technology Co Ltd; Huang, Heh Lung; Guo, Huang Ming; Chao, Teng Chih; Lin, Chi Jen; Chang, Min Jong; (53 pag.)TW2019/30287; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem