Tag: M.W:200-300

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.156772-60-0, name is 2,5-Dibromo-3-fluoropyridine, molecular formula is C5H2Br2FN, molecular weight is 254.88, as common compound, the synthetic route is as follows.Product Details of 156772-60-0

To a solution of 2,5-dibromo-3-fluoropyridine (2.077 g, 8.149 mmol) in toluene (35 mL) cooled to -78 C, was added BuLi (2.7 M, 3.169 mL, 8.556 mmol). The mixture was stirred 5 min at -78 C, then dimethylacetamide (1.035 g, 1.1 mL, 11.88 mmol) was added. The cooling bath was removed and the resulting mixture was stirred at 25 C for 30 min. The mixture was quenched with saturated aqueous solution of NH4CI (30 mL) and the resulting mixture was extracted with CH2CI2 (3 x 30 mL). The combined organic extracts were dried over MgSCL, filtered, and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (hexane :EtO Ac; 1 :0 to 20: 1 to 15: 1 to 10: 1). The product was obtained as a white solid (1.24 g, 70 %). (0348) NMR (500 MHz, Chloroform-d) (ppm) 8.56 (dd, / = 1.8, 1.1 Hz, 1H), 7.73 (dd, / = 9.7, 1.8 Hz, 1H), 2.68 (d, / = 1.0 Hz, 3H); (0349) 13C NMR (126 MHz, Chloroform-d) d (ppm) 197.0 (d, J = 4.5 Hz), 157.9 (d, J = 280.5 Hz), 146.1 (d, J = 4.7 Hz), 140.5 (d, / = 5.4 Hz), 128.7 (d, / = 22.5 Hz), 124.6 (d, / = 3.6 Hz), 28.0; (0350) 19L NMR (471 MHz, Chloroform-d) fit ppm) -116.90.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,156772-60-0, 2,5-Dibromo-3-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14529-54-5, Adding some certain compound to certain chemical reactions, such as: 14529-54-5, name is 3,5-Dibromo-1-methylpyridin-2(1H)-one,molecular formula is C6H5Br2NO, 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 14529-54-5.

Example 301b 5-Bromo-1-methyl-3-(6-(trifluoromethyl)pyridazin-3-ylamino)pyridin-2(1H)-one 301b A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 301a (750 mg, 4.6 mmol), XantPhos (532 mg, 0.92 mmol), Pd2dba3 (421 mg, 0.46 mmol), 2-bromo-4-chloronicotinaldehyde (H-001) (1.84 g, 6.9 mmol), Cs2CO3 (3.0 g, 9.2 mmol), and 1,4-dioxane (50 mL). The system was subjected to three cycles of vacuum/argon flush and heated at 90 C for overnight. After the completion of the reaction, the mixture was filtered and the solid was washed with methanol (30 mL). The combined filtrate was evaporated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 20:1 dichloromethane/methanol to afford 301b (1.38 g, 89%) as a yellow solid. MS-ESI: [M+H]+ 350.8

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. 14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 717843-46-4, 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. 717843-46-4, name is 3-Bromo-5-methoxypicolinonitrile, 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.

Example 174 (7bR,11aS)-N-(2-Cyano-5-methoxy-3-pyridinyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-6-amine Following the same procedure described in Example 172, the title compound was prepared using tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate from Example 56, Part B (130 mg, 0.377 mmol), 3-bromo-2-cyano-5-methoxypyridine (67 mg, 0.34 mmol), CsCO3 (256 mg, 0.787 mmol) in anhydrous toluene (10 mL), tris(dibenzylideneacetone)dipalladium(0) (3.4 mg, 3.7 mumol), and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (7.0 mg, 11 mumol) to provide the corresponding tert-butyl (7bR,11aS)-6-(2-cyano-5-methoxy-3-pyridinyl)-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate (146 mg) in 90% yield.

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 717843-46-4, 3-Bromo-5-methoxypicolinonitrile.

Reference:
Patent; Robichaud, Albert J.; Fevig, John M.; Mitchell, Ian S.; Lee, Taekyu; Chen, Wenting; Cacciola, Joseph; US2004/186094; (2004); A1;,
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

Application of 1232431-11-6, 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 1232431-11-6, name is 5-Bromo-4-methoxypyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

2-Amino-4-methoxy-5-bromopyridine (500 mg, 2.5 mmol) and 2- bromo- 4′- nitroacetophenone (1.21 g, 5.0 mmol) were dissolved in acetonitrile (40 mL) The solution was stirred at 85 degrees for 5h, After cooling to room temperature,A large number of yellow solid precipitation, filter, The filter cake was beaten with methanol (10 mL) Filter again The filter cake is vacuum dried, A yellow solid (360 mg, 42%) was obtained.

According to the analysis of related databases, 1232431-11-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; Zhen, Changchun; Liu, Bing; Zhang, Weihong; Zhang, Yingjun; Long, Bohua; (59 pag.)CN104513257; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 79456-30-7, 3-Bromo-5-(trifluoromethyl)pyridin-2-amine, 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 3-Bromo-5-(trifluoromethyl)pyridin-2-amine, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-5-(trifluoromethyl)pyridin-2-amine

To a solution of 2-amino-3-bromo-5-trifluoromethylpyridine from Example 1 (15 g) in dioxane/water/12N HCl (75 mL:75 mL:15.5 mL) at 0C was added a solution of sodium nitrite (10.54 g). The mixture was stirred for 3 h at r.t.. The mixture was poured into an ice bath and then neutralized with 10 N NaOH. The resulting solid was filtered and azeotroped with toluene. The resulting solid and POCl3 (14.5 mL) was heated at 80C for 3 h. The mixture was cooled to r.t., poured into an ice bath and then neutralized, first by the addition of 3 N NaOH followed by the addition of saturated sodium carbonate. The resulting mixture was extracted with CH2Cl2 and the combined organics were washed with brine, dried and concentrated. The title compound was obtained as a volatile liquid that was used without further purification in the next reaction.

The synthetic route of 79456-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA & CO.; EP1012142; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem