Tag: M.W:200-300

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

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

Reference of 1235036-15-3, 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 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Cs2CO3 (4.1 g, 12.6 mmol) and 4A sieves were dried under high vacuum at 1500C for 6 to 10 hours before the start of the reaction. After cooling to room temperature, compound 94A (0.736g, 2.53 mmol) and compound IB (1.62 g, 3 mmol) were transferred to the reaction vessel and the atmosphere was purged with nitrogen. 12 mL of anhydrous DMA were then added and the reaction was stirred at 1200C for 12 hours. The cooled reaction mixture was then diluted with ethyl acetate and 10% citric acid. The organic phase was washed three times with citric acid, once with water and brine, and dried over Na2SO4. Concentration afforded an orange film/foam. Purification on Flash Master (SiO2, ethyl acetate/petroleum ether 0: 100 to 40:60) afforded a white solid (1.15 g, 80 % yield): 1H NMR (300 MHz, DMSO-d6) delta ppm 12.84 (1 H, s), 8.03 (1 H, d), 7.77 (2 H, m), 7.58 (1 H, d), 7.40 (4 H, m), 6.86 (1 H, d), 4.92 (2 H, s), 3.78 (2 H, t), 3.01 (2 H, t), 1.34 (9 H, s).

According to the analysis of related databases, 1235036-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59105-50-9, (5-Bromopyridin-3-yl)(phenyl)methanone, 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, SDS of cas: 59105-50-9, blongs to pyridine-derivatives compound. SDS of cas: 59105-50-9

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

The synthetic route of 59105-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 63996-36-1, 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. 63996-36-1, name is 2-(4-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below.

A solution of 2-bromopyridine (2.0 g) in anhydrous THF (50 ml) was cooled at -78 C in a nitrogen atmosphere, and a solution of tert-butyl lithium in pentane (1.64M, 15.0 ml) was added dropwise. The mixture was stirred for 10 minutes, and a 1M solution of zinc chloride in ether was dropwise added over 10 minutes. After the mixture was allowed to worm to room temperature over 2 hours, a solution of Pd(PPh3)4 (71 mg) and 1-bromo-4-iodobenzene (3.56 g) in anhydrous THF (20 ml) was added, and the mixture was stirred at room temperature for 3 days. To the reaction was added a 10% aqueous ammonia, and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with saturated brine, and dried over magnesium sulfate, followed by evaporating the solvent. The residue was purified by silica gel chromatography (70 g, hexane-ethyl acetate = 4: 1) to give 2.37 g of 2-(4-bromophenyl]pyridine (79.9%). To the aliquot of 2-(4-bromophenyl]pyridine (702 mg) were added 3-thiopheneboronic acid (460 mg), Pd(PPh3)4 (104 mg), sodium carbonate (2M, 3.6 ml), and DME (6ml), and the mixture was heated at reflux for 2 hours. After cooling, water was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (40 g, hexane-ethyl acetate = 4: 1) to give crude materials, which were recrystallized from ethyl acetate giving 457 mg of the intended compound (64.3%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63996-36-1, 2-(4-Bromophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1426046; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1206978-11-1, Adding some certain compound to certain chemical reactions, such as: 1206978-11-1, name is 2-Bromo-3-(trifluoromethoxy)pyridine,molecular formula is C6H3BrF3NO, 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 1206978-11-1.

A microwave vial was charged with (iS,25)-l-A-(6-fluoro-l,3-beiizothiazol-2- yl)cyclopentane-l,2-di amine hydrochloride (Intermediate 1; 172 mg, 0.60 mmol), molybdenum hexacarbonyl (79 mg, 0.30 mmol), tri-tert-butylphosphonium (0587) tetrafiuoroborate (5 mg, 0.018 mmol), 2-bromo-3-(trifluoromethoxy)pyridine (145 mg, 0.60 mmol), Herrmanns Catalyst (6 mg, 6.41 muetaiotaomicron) and DBU (150 mu, 0.998 mmol) in dry 1,4-dioxane (2.4 ml). The reaction was subjected to microwave irradiation at 125 C for 25 minutes then partitioned between ethyl acetate and water. The organics were washed with water and brine, filtered through a hydrophobic frit and concentrated in vacuo. The crude material was purified by column chromatography (silica, 0 – 100% ethyl acetate / petrol then 0 – 30% methanol /’ ethyl acetate) then further purified by reverse phase preparative HPLC (eluted with acetonitriie / water containing 0.1 % ammonia) to afford the title compound. (0588) 1H NMR (400 MHz, DMSO-6) delta ppm 1.50 – 1.64 (m, 2 H), 1.68 – 1.80 (m, 2 1 1 }.. 2.07 – 2.21 (m, 2 H), 4.13 – 4.23 (m, 1 H), 4.23 – 4.33 (m, 1 H), 6.97 – 7.10 (m, 1 H), 7.26 – 7.37 (m, 1 H), 7.52 – 7.62 (m, 1 H), 7.64 – 7.74 (m, 1 H), 7.90 – 8.03 (m, 1 H), 8.14 – 8.23 (m, 1 H), 8.55 – 8.69 (m, 1 H), 8.92 – 9.02 (m, 1 H) MS ES?: 441

According to the analysis of related databases, 1206978-11-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; FUJIMOTO, Tatsuhiko; ROBINSON, John Stephen; WO2015/124934; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

4.48 g (20 mmol) of the compound obtained in the preceding step in solution in 100 ml of diethyl ether and 9.05 ml (60 mmol) of tetramethylethylene-diamine are placed in a reactor, protected from moisture, and under a nitrogen atmosphere. After having cooled the solution to -70 C., 37.5 ml (60 mmol) of n-butyllithium in hexane (1.6 M) are added dropwise.. The reaction medium is stirred for 2 hours at -10 C. and then 14.1 g (60 mmol) of dihexyl sulfide are added dropwise at -70 C. After stirring the solution for 12 hours at room temperature, the reaction medium is taken up in water and extracted with diethyl ether.. The organic phase is washed with hydrochloric acid (0.1 M) and then with water until a PH of the washings equal to 7 is obtained, and then finally dried over sodium sulfate.. After evaporation of the solvent, an oil is obtained which is chromatographed on a silica gel (eluent ethyl acetate-hexane: 1-5).. After evaporation of the solvent, 5.6 g of an oil is obtained which crystallizes, that is to say a yield of 82.3%.. Its melting point is between 72 and 74 C. TLC: (MERCK “Kieselgel 60” silica gel; AcOEt-hexane: 1-3); Rf=0.3 I.R.: upsilon NH=3171, CO=1720; NMR: (CDCl3): 0.85 (t, 3H); 1.3 (m, 4H); 1.45 (m, 11H); 1.7-1.8 (m, 2H); 3.0 (t, 2H); 4.25 (s, 3H); 6.7 (d, 1H, J=6.8 Hz); 7.85 (d, 1H, J=6.8 Hz).

The synthetic route of 161117-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; US6339097; (2002); B1;,
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. 185017-72-5, name is 3-Bromo-2-chloro-6-picoline, the common compound, a new synthetic route is introduced below. SDS of cas: 185017-72-5

a) 1-(2-Chloro-6-methylpyridin-3-yl)cyclobutanol A suspension of molecular sieves (4 A) and 3-bromo-2-chloro-6-methylpyridine (CAN 185017-72-5, 5 g, 24.2 mmol) in THF (50 mL) was cooled to -15 C. 1.3 M isopropyl magnesium chloride lithium chloride complex solution in THF (19.6 mL, 25.4 mmol) was added within 30 mm. Stuffing was continued for 1 h at -15 C. Cyclobutanone (1.87 g, 2.00 mL, 26.6 mmol) was slowly added. Stirring was continued for 2 h at -15 C and for further 2 h at 0 C. Water (2.5 mL) was added, the mixture was concentrated in vacuo, and poured onto sat. aqueous NH4C1 solution. The mixture was extracted with EtOAc (2 x 100 mL).The combined extracts were washed with ice water (50 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, 140 g, heptane / EtOAc 0-40% in 120 mm.) to give the title compound (3.33 g, 70%) as white solid, MS (ESI): mle = 198.1 [MHi.

The synthetic route of 185017-72-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86705; (2014); 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 185017-72-5, name is 3-Bromo-2-chloro-6-picoline. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H5BrClN

[0415] To a stirred solution of sodium metal (4.46 g, 194 mmol) in MeOH (200 mL) under an argon atmosphere was added 3-bromo-2-chloro-6-methylpyridine (20 g, 97 mmol) at 0 C. The reaction mixture was stirred at 100 C for 4 h in a sealed tube. After consumption of starting material (by TLC), volatiles were evaporated in vacuo. The residue was quenched with water (200 mL) and extracted with EtOAc (2 x 250 mL). The combined organic extract was dried over sodium sulfate, filtered and concentrated in vacuo to obtain 3-bromo-2- methoxy-6-methylpyridine (18 g, 92%) as colorless liquid.?H-NMR (CDC13, 400 MHz): 7.61 (d, 1H), 6.60 (d, 1H), 3.99 (s, 3H), 2.39 (s, 3H); LCMS:99.6%; 201.8 (M+1); (column; Ascentis Express C-18 (50 x 3.0 mm, 2.7 jtm); RT 2.67 mm; mobile phase: 0.025% Aq TFA+5% ACN: ACN+5% 0.025% Aq TFA; T/B%: 0.01/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: 10% EtOAc/ Hexane (R1 0.7). Synthesis of 5-bromo-6-methoxypicolinic acid:

With the rapid development of chemical substances, we look forward to future research findings about 185017-72-5.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); 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 89978-52-9, name is Ethyl 2-bromoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 89978-52-9

In a 100 mL two-necked flask, 2.10 g of 2-bromo-4-carboxylatepyridine, 2.01 g of 3,5-dimethoxyphenylboronic acid, 4.86 g of potassium carbonate, and 0.66 g of tetrakis(triphenylphosphine)palladium, toluene were added. 60 mL, heated at 110 C for 20 hours. After cooling to room temperature, the solution was washed with water (3×60 mL). The organic layer was dried with anhydrous MgSO4, filtered and evaporated. Purification by column chromatography (eluent:Petroleum ether / ethyl acetate = 80:1) gave 1.47 g of a white product.The yield was 56%.

With the rapid development of chemical substances, we look forward to future research findings about 89978-52-9.

Reference:
Patent; Nanjing Tech University; Liu Rui; Li Yang; Shi Hong; Zhu Hongjun; Zhu Senqiang; Tang Meng; Lu Jiapeng; (21 pag.)CN109053815; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem