Category: pyridine-derivatives

Synthetic Route of 1040682-68-5, 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. 1040682-68-5, name is 1H-Pyrrolo[3,2-c]pyridine-4-carbonitrile, molecular formula is C8H5N3, 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 lH-pyrrolo[3,2-c]pyridine-4-carbonitrile (60.0 mg, 0.42 mmol , 1.0 eq), NIS (52.0 mg, 0.46 mmol, 1.1 eq) in DCM (4.0 mL) was stirred at rt for 2 h. After the reaction was complete, water was added, and the mixture was extracted with EA. The organic layer was washed with water, dried over Na2S04, filtered and concentrated. The resulting residue was purified by column chromatography (EA/PE = 1/1, v/v) to provide 3-iodo-lH-pyrrolo[3,2-c]pyridine-4-carbonitrile (160 mg, 97%).

According to the analysis of related databases, 1040682-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1124-29-4, 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. 1124-29-4, name is 5-Acetylpyridin-2(1H)-one, molecular formula is C7H7NO2, 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.

General procedure: To a solution of 111-3 (1 eq.) in DCM (0.1 mmol/mL) was added boronic acid III-4 (2 eq.), Cu(OAc)2 (1 eq), Pyridine (10 eq.) and Pyridine-N-Oxide (2 eq.), followed by addition of4A molecular sieve (quantity approx. equal to 111-3 ). The reaction mixture was stirred at rt underoxygen atmosphere overnight. After completion of the reaction indicated by TLC, the resultingmixture was filtered and washed with , the filtrate was washed with brine, dried over Na2SO4 andconcentrated. The residue was purified by column chromatography on silica gel to give 111-5.[0316] Compound 10 (61% yield): ?H NMR (DMSO-d6, 400 MHz) (5 8.43 (d, J = 2.4 Hz, 1H), 7.90 (dd, J= 9.6, 2.4 Hz, 1H), 7.39 (d, J= 8.8 Hz, 2H), 7.06 (d, J= 8.8 Hz, 2H), 6.51 (d, J = 9.6 Hz, 1H), 3.81 (s, 3H), 2.41 (s, 3H).

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 1124-29-4, 5-Acetylpyridin-2(1H)-one.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3430-16-8, Adding some certain compound to certain chemical reactions, such as: 3430-16-8, name is 3-Bromo-5-methylpyridine,molecular formula is C6H6BrN, 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 3430-16-8.

The following are successively introduced into a microwave tube: 469.80 mul (4.07 mmol) of 3-bromo-5-methylpyridine in 20 mL of H2O/DMF: (1/3: v/v), 2.03 mL (5.70 mmol) of tributyl(1-ethoxyvinyl)tin, 57.12 mg (81 .38 mmol) of bis(triphenylphosphine)palladium(ll) chloride, 1.12 g (8.14 mmol) of potassium carbonate. After irradiating with microwaves for 1 hour at 1 10C, the reaction mixture is evaporated to dryness and the residue is taken up in water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is taken up in a solution consisting of 6 mL of methanol and 1 mL of 1 N hydrochloric acid. After stirring overnight at room temperature, the reaction mixture is evaporated to dryness and the residue is taken up in saturated aqueous NaHCO3 solution and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 50/50 EtOAc/heptane) to give 160 mg of 1-(2-methylpyrid-3-yl)ethanone, the characteristics of which are as follows: LC/MS (method G): ESI+ [M+H]+: m/z 136. tr (min) = 0.38. 1H NMR (300 MHz, delta in ppm, DMSO-d6): 2.58 (s, 3H), 2.61 (s, 3H), 7.38 (m, 1 H), 8.2 (m, 1 H), 8.57 (m, 1 H).

According to the analysis of related databases, 3430-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; GANZHORM, Axel; MARCINIAK, Gilbert; MUZET, Nicolas; RONAN, Baptiste; VIVET, Bertrand; ZERR, Veronique; WO2013/190123; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1149-24-2, Adding some certain compound to certain chemical reactions, such as: 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate,molecular formula is C13H17NO4, 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 1149-24-2.

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

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. 1149-24-2, Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
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. 885168-20-7, name is 2-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Bromo-5-fluoro-4-methylpyridine

Isopropylmagnesiumchloride-lithium chloride complex (1.3 M in THF, 16.4 mmol, 13.0 mL) was added to a solution of 2-bromo-5-fluoro-4-methylpyridine (3. 12 g, 16.4 mmol) in d ry THF ( 16 mL) under argon at 0C. The mixture was stirred for 20 min on ice and ~2 hours at rt (coffee colored solution). The Grignard solution was cannulated into a solution of tert-butyl N-[2- [methoxy(methyl)amino]-2-oxo-ethyl]carbamate (1.75 g, 8.0 mmol) in dry TH F (20 mL) at rt and stirred 1 hour. Quenched with 10% NH4CI (20 mL). The THF layer was dried (Na2S04) and evaporated . Recrystallised from heptane gave Intermediate 21 ( 1.42 g, 66%) as a white solid .

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, 885168-20-7, 2-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; LEO PHARMA A/S; LARSEN, Mogens; RITZEN, Andreas; NØRREMARK, Bjarne; GREVE, Daniel Rodriguez; (145 pag.)WO2018/141842; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1003711-43-0, 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. 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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.

(A) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2- methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2 x 100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38 %) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4N2O5

4b) 2-Chloro-5-nitropyhdin-3-yl phenyl ketone; 18.4 g of the acid prepared in example 4a) is admixed at 25C with 120 ml of thionyl chloride followed by 3 ml of DMF, and subsequently heated at reflux for 3 hours. The excess thionyl chloride is removed under reduced pressure and the yellow solid that remains is dissolved in 100 ml of benzene. This solution is admixed with 4O g of AICI3 at 00C and then stirred at 25C for 16 hours. The reaction mixture is then poured cautiously into cold (partly frozen) concentrated hydrochloric acid; after one hour the mixture is filtered and the organic phase is separated off. The organic phase is washed with hydrochloric acid, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue is purified by chromatography on silica gel with hexane/10% ethyl acetate. This gives 15 g of the title compound. NMR (300 MHz, DMSO-d6): delta = 7.60 (2H), 7.77 (1 H), 7.87 (2H), 8.95 (1 H), 9.4 (1 H).

With the rapid development of chemical substances, we look forward to future research findings about 6854-07-5.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE AKTIENGESELLSCHAFT; WO2009/30725; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 92992-85-3

j0209] Under nitrogen condition, 2-bromine-3,5-dimethyl pyridine (500.00 mg, 2.69 mmol, 1.00 eq) and WX1313-3-1 (592.07 mg, 2.96 mmol, 1.10 eq) were dissolved in methylbenzene (25 ml). Tris(dibenzylideneacetone)dipalladium (246.10 mg, 269.00 tmol, 0.10 eq), sodium tert-butoxide (387.40 mg, 4.04 mmol, 1.50 eq) and 1,1?-binaphthyl-2,2?- bis (diphenylphosphino) (335.00 mg, 538.00 tmol, 0.20 eq) were added. The mixture was stirred at 90 C. for 18 h. After reaction, the reaction liquid was filtered through diatomite to remove the palladium catalyst, the filter cake was washed with ethyl acetate (10 ml), the solvent was dried by rotary evaporation under vacuum, and ethyl acetate (30 ml) was added. Then the resulting mixture was washed with water (10 ml), the methyl acetate phase was dry-spined under vacuum, and the crude was purified by column chromatography (ethyl acetate:petroleum ether=1.-20%) to obtain WXO12-1 (Rf=0.5). ?H NMR (400 MHz, CDC13) oeppm:7.74 (s, 1H), 6.99 (s, 1H), 4.08-4.02 (m, 1H), 3.98 (br, s, 1H), 3.60-3.57 (m, 1H), 3.30-3.38 (m, 2H), 3.29-3.24 (m, 1H), 2.07 (s, 3H), 1.97 (s, 3H), 1.84-1.82 (m, 1H), 1.71-1.60 (m, 2H), 1.49-1.43 (m, 1H), 1.33 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 92992-85-3.

Reference:
Patent; SHENZHEN SALUBRIS PHARM CO LTD.; Wu, Chengde; Yan, Jie; Xu, Wenjie; Yu, Tao; Li, Ning; Chen, Shuhui; US2018/305346; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97944-43-9, Adding some certain compound to certain chemical reactions, such as: 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine,molecular formula is C6H7BrN2, 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 97944-43-9.

2.2 5-Methyl-[3,4′]bipyridinyl-4-ylamine A mixture of 3-bromo-5-methyl-pyridin-4-ylamine (1.00 g, 5.347 mmol), pyridin-4-yl boronic acid (0.65 g, 5.347 mmol), K2CO3 (2.22 g, 16.04 mmol) and Pd(dppf)Cl2 (436 mg, 0.5347 mmol) in water (3 mL) and 1,4-dioxane (15 mL) was stirred at 105 C. overnight. The mixture was diluted with EtOAc (100 mL) and washed with brine (30 mL*4). The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified on a silica column (EtOAc) to afford the title product as a white solid (554 mg, yield 56%). LCMS (ESI+): m/z 186 (M+H)+, Rt: 1.16 min.

According to the analysis of related databases, 97944-43-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott Laboratories; Abbott GmbH & Co. KG; US2013/5705; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 90145-48-5 ,Some common heterocyclic compound, 90145-48-5, molecular formula is C6H5BrN2O, 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 5Preparation of 5-bromo-N-(1 -(4-chlorophenylamino)-2-(naphthalen-1 -yl)-2- oxoethvDpicolinamide (Compound-1 )[0098] A mixture of 5-bromopicolinamide 111 (0.588 g, 2.92 mmol) and 2,2- dihydroxy-1 -(naphthalen-1 -yl)ethanone 112 (1 .20 g, 5.67 mmol) in dioxane (20 mL) were heated at 100 C for 18 hours. The dioxane was removed under vacuum and the residue was dissolved in chloroform and methanol and concentrated onto silica gel. The material was purified by auto flash system (CH2CI2 to 1 % MeOH: CH2CI2) to give 5-bromo-N-(1 -hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113 as a tan solid (0.74 g, 66%). [0099] 5-bromo-N-(1 -hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113 (0.74 g, 1.93 mmol) in chloroform (20 mL) was reacted with PCI5 (0.43 g, 1.96 mmol). The mixture was heated to 50 C for 30 minutes and cooled to 0 C. 4-Chloroaniline 114 (0.512 g, 4.01 mmol) in THF (10 mL) was added and allowed to react for 1 hour. The reaction was quenched with water and the product was extracted with ethyl acetate. The organic solution was dried over MgS04, filtered and concentrated onto silica gel. The product was purified by auto flash column chromatography (30 to 50% CH2CI2: hexane) followed by titration with diethyl ether to give 5-bromo-N-(1-(4- chlorophenylamino)-2-(naphthalen-1-yl)-2-oxoethyl)picolinamide (Compound-1 , 352 mg, 37%). 1H NMR (300 MHz, CDCI3): delta = 8.83 (d, J = 8.7 Hz, 1H), 8.50 (d, J= 1.5 Hz, 1H), 8.46 (d, J = 9.6 Hz, 1H), 8.39 (dd, J = 1.2, 7.2 Hz, 1H), 8.07-8.03 (m, 2H), 7.93 (dd, J = 2.4, 8.7 Hz, 1 H), 7.89 (d, J = 7.5 Hz, 1 H), 7.68-7.63 (m, 1 H), 7.56 (t, J = 7.8 Hz, 2H), 7.16 (d, J = 8.7 Hz, 2H), 7.09-7.03 (m, 1H), 6.82 (d, J = 9.0 Hz, 2H) 5.41 (d, J= 8.1 Hz, 1H).

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. 90145-48-5, 5-Bromopyridine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALLERGAN, INC.; GARST, Michael E.; CHOW, Ken; HEIDELBAUGH, Todd M.; NGUYEN, Phong; WO2011/28927; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem