Tag: M.W:200-300

Application of 89466-18-2, Adding some certain compound to certain chemical reactions, such as: 89466-18-2, name is 6-Bromo-2-methoxypyridin-3-amine,molecular formula is C6H7BrN2O, 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 89466-18-2.

Example Al 4 a) Preparation of intermediate 31A mixture of formic acid (12.8 ml, 340 mmol) and acetic acid anhydride (8.54 ml, (91 mmol) was stirred at r.t. for 40 min. Subsequently, a solution of 3-amino-6-bromo- 2-methoxy-pyridine (5 g, 24.6 mmol) in THF (30 ml) was added dropwise to the mixture. The resulting r.m. was stirred overnight at 60 0C, and was then cooled and poured into ice-water, resulting in the precipitation of a solid. The solid was filtered off, washed with water, and dried. Yield: 5.2 g of intermediate 31 (76 %).

According to the analysis of related databases, 89466-18-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; BISCHOFF, Francois, Paul; GIJSEN, Henricus, Jacobus, Maria; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; WO2010/145883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 624-28-2, Adding some certain compound to certain chemical reactions, such as: 624-28-2, name is 2,5-Dibromopyridine,molecular formula is C5H3Br2N, 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 624-28-2.

SYNTHESIS OF INTERMEDIATE KETONE B2-(5-Bromopyridin-2-yl)- 1-(2,4-difluorophenyl)-2,2-difluoroethanone (B) To a suspension of copper powder (2.68 grams (g), 42.2 millimoles (mmol)) in dimethyl sulfoxide(DMSO; 35 milliliters (mL)) was added ethyl 2-bromo-2,2-difluoroacetate (2.70 mL, 21.10mmol), and the mixture was stirred for 1 hour (h) at room temperature (RT). 2,5-Dibromopyridine(2.50 g, 10.55 mmol) was then added, and stirring was continued for 15 h at RT. The reactionmixture was quenched with aqueous (aq) ammonium chloride (NH4C1) and extracted withdichloromethane (CH2C12 3 x 25 mL). The combined organic layers were washed with water (H20), washed with brine, dried over anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure to afford the crude product mixture. Purification by column chromatography (eluting with ethyl acetate (EtOAc)/hexane) afforded the ethyl ester intermediate (2.40 g, 8.57mmol, 81%) as a pale yellow oil. ?H NMR (500 MHz, CDC13): oe 8.71 (s, 1H), 8.00 (d, J 9.0 Hz,1H), 7.64 (d, J= 9.0 Hz, 1H), 4.42-4.35 (m, 2H), 1.39-1.3 1 (m, 3H).

According to the analysis of related databases, 624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; GUSTAFSON, Gary, D.; HOEKSTRA, William, J.; LOSO, Michael, R.; YATES, Christopher, M.; WO2014/43376; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, molecular weight is 216.58, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 6-chloro-5-nitronicotinate

A stirred solution of commercially available methyl 6-chloro–nitronicotinate (1.0 g,4.62 mmol) in THF (20 mL) was degassed with N2, and then ethynyltrimethylsilane (0.544 g, 5.54 mmol), Pd(PPh3)2C12 (0.324 g, 0.46 mmol), CuT (0.017 g, 0.089 mmol) and triethylamine (10 mL) were added sequentially. The resulting reaction mixture was heated at 80 oC for 3 h. Completion of the reaction was monitored by TLC and LCMSafter which the reaction mixture was diluted with water and extracted with EtOAc. The combined organics were washed with brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product which was purified by column chromatography to provide titled compound (o.6 g, 46.6percent yield and purity 98percent) as an oily liquid. LCMS m/z: 279 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59237-53-5, Methyl 6-chloro-5-nitronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; CURADEV PHARMA LIMITED; BANERJEE, Monali; MIDDYA, Sandip; BASU, Sourav; GHOSH, Rajib; PRYDE, David; YADAV, Dharmendra; SHRIVASTAVA, Ritesh; SURYA, Arjun; (290 pag.)WO2018/234808; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1150618-36-2, name is 5-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H4BrF3N2, molecular weight is 265.03, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

To a solution of 5-bromo-3-(trifluoromethyl)-lH-pyrrolo[2,3-b]pyridine (19 g, 72.3 mmol) in 1,4-dioxane (400 mL) was added potassium acetate (21.27 g, 220 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (21.9 g, 86.7 mmol). The resulting mixture was degassed with nitrogen for 5 times, l, l’-bis(diphenylphosphino)ferrocene-palladium(n)dichloride (5.3 g, 7.23 mmol) was added and the mixture was degassed again. The reaction mixture was stirred at 80-90 C and overnight. The reaction mixture was poured into water, extracted with ethyl acetate (3 x 500mL), washed with brine, dried over sodium sulphate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200mesh, 10% to 20% ethyl acetate in petroleum ether) affording 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-lH- pyrrolo[2,3-b]pyridine (11.1 g, 49 %): NMR (400MHz, DMSO-d6), delta 12.62 (s, 1H), 8.58 (s, 1H), 8.21 (s, lH), 8.18 (s, 1H), 1.31 (s, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1150618-36-2, 5-Bromo-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1737-93-5, 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. 1737-93-5, name is 3,5-Dichloro-2,4,6-trifluoropyridine, molecular formula is C5Cl2F3N, 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: A mixture of commercially available 3,5-dichloro-2,4,6-(trifluoro)pyridine 1 (1 mmole), aryl boronic acids 2a-f (1.0 mmol), Pd(OAc)2 (2 mol %), x-phos (5 mol %) K3PO4 (1.5 mmole) were added into a solution of H2O/DMF (1:1) (2 mL) in pressure tubes. The reaction mixture was stirred at 60C temperature for 8-12 hrs. After completion of reaction (TLC controlled), the organic and aqueous layers were separated and the latter was extracted with CH2Cl2 (3×25 mL). The combined organic layers were dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The product was purified by column chromatography (silica gel, EtOAc/heptane). All products were characterized by NMR, GC-MS, HRMS, and IR spectroscopic techniques.

According to the analysis of related databases, 1737-93-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharif, Muhammad; Shoaib, Khurram; Ahmed, Shahzad; Iqbal, Jamshed; Abilov, Zharylkasyn A.; Spannenberg, Anke; Langer, Peter; Tetrahedron Letters; vol. 57; 29; (2016); p. 3060 – 3062;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 104830-06-0, 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. 104830-06-0, name is 2-Amino-3-iodopyridine. A new synthetic method of this compound is introduced below.

General procedure: 2-Iodoaniline 2a (65.7 mg, 0.3 mmol), Cu(OAc)2 (6 mg, 10%), KOtBu (101 mg, 0.9 mmol), DMAc (1.0 mL) were mixed in a Schlenck tube and then to the mixture was added 2-(phenylethynyl)benzonitrile1a (74 mg, 0.36 mmol) under N2. The reaction mixture was stirred for 12 h at 120 C under N2. After the reaction was completed (monitored by TLC), the reaction mixture was then diluted with water and extracted with ethyl acetate. After the combined organic layers were washed with brine, dried over Na2SO4, and concentrated under reduced pressure, the residue was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate as eluent to afford the pure product 3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,104830-06-0, its application will become more common.

Reference:
Article; Liu, Xiaodong; Deng, Guobo; Liang, Yun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2844 – 2847;,
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. 1214334-70-9, name is 5-Bromo-6-methoxypicolinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-6-methoxypicolinic acid

To a solution of 5-bromo-6-methoxypyridine-2-carboxylic acid (500 mg, 2.15 mmol, 1.00 eq.) insulfuric acid (10 mL) in ice bath was added HNO3 (5 mL) dropwise. The resulting solution was allowed to stir at 60 C for 16 h. After being cooled to rt, the solution was poured into ice/water (20mL). The solids were collected by filtration to provide 3-amino-5-bromo-6-methoxypyridine-2- carboxylic acid as a light yellow solid (260 mg, 44%). LCMS (ES) [M-1] mlz 275.0.

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, 1214334-70-9, 5-Bromo-6-methoxypicolinic acid.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; YU, Ming; LI, Zhe; XU, Qing; YEE, Calvin; SETTI, Lina; SHAM, Hing; (188 pag.)WO2019/36384; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-82-3, 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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. A new synthetic method of this compound is introduced below.

a) Hydrazine monohydrate (0.78 mL, 15.94 mmol) was added dropwise to a suspension of 2-fluoro-4-iodonicotinaldehyde (2.00 g, 7.97 mmol) in 2-propanol (20 mL) and heated at 60 C. After 2 h, the solvent was removed by rotatory evaporation and the residue dissolved in EtAcO (40 mL) and washed with water (30 mL). The organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (10D40% EtAcO/hexanes), affording 1 .62 g of 4-iodo-1 H-pyrazolo[3,4-b]pyridine, [Rf= 0.30 (20% EtAcO/hexanes), white solid, 82% yield].LC-MS ESI+ m/z: 246 (M+1 , 99%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?) : 12.45 (br s, 1 H); 8.23 (d, J= 5.0 Hz, 1 H, ArH); 7.98 (s, 1 H, ArH); 7.61 (d, J= 5.0 Hz, 1 H, ArH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.847375-33-1, name is Ethyl 2-(5-bromopyridin-3-yl)acetate, molecular formula is C9H10BrNO2, molecular weight is 244.0852, as common compound, the synthetic route is as follows.Recommanded Product: 847375-33-1

Step 9: 3-[(N-Benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid benzyl ester (1.96 g, 3.7 mmol), (5-bromo-pyridin-3-yl)-acetic acid ethyl ester (0.99 g, 4.1 mmol), and potassium carbonate (1.79 g, 13.0 mmol) were combined in DME (40 mL) and H2O (30 mL), and the solution was purged with N2 for 10 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.427 g, 0.37 mmol) was added, and the reaction was stirred at 70 C. overnight. The mixture was quenched with 1N aqueous HCl(13 mL) and extracted with EtOAc. The combined organic layers were washed with H2O, and then dried and concentrated to give 3-[(N-benzyloxycarbonyl-N-ethyl-amino)-methyl]-4-(5-carboxymethyl-pyridin-3-yl)-benzoic acid benzyl ester.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,847375-33-1, Ethyl 2-(5-bromopyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; US2010/81673; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 942947-94-6, 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 942947-94-6, name is 5-Bromo-4-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-4-chloropyridin-2-amine (2.0g, 9.64mmol, l .Oeq), Di-tert-butyl dicarbonate (5.25g, 24.1mmol, 2.5eq) and triethyl amine (2.423g, 24.1mmol, 2.5eq) in tetrahydrofuran (lOmL) was added. Then 4-Dimethylaminopyridine (0.117g, 0.964mmol, 0.1 eq) was added and the reaction mixture was stirred at room temperature for 18h. After completion of reaction, reaction mixture was concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 10% ethyl acetate in hexane as eluent to obtain 186.3. (2.10g, 53.43%). MS(ES): m/z 408.69 [M+H]+

According to the analysis of related databases, 942947-94-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem