Tag: M.W:200-300

Electric Literature of 72830-09-2, 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. 72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, 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 I 4 Preparation of 5-chloro-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole 2-chloromethyl-3,4-dimethoxypyridine hydrochloride (896 mg, 0.004 mol) was dissolved in 25 ml MeOH and treated with NaOH (390 mg, 0.008 mol) dissolved in 1.5 ml H2 O. 5-chloro-2-mercapto-1H-benzimidazole (812 mg, was added and the resulting mixture allowed to react for 2h at room temperature. The solvent was evaporated and the residue partitioned between 50 ml 2.5 % NaOH and 75 ml CH2 Cl2. The aqueous layer was separated and extracted twice with 25 ml CH2 Cl2. The organic layers were combined, washed with 25 ml H2 O, dried over MgSO and the solvent was evaporated. The crude product was triturated with approximately 5 ml of EtOAc saturated with NH3. The solid was collected and the mother liquor reprocessed furnishing 650 mg (48%) of the title compound as an off white powder. NMR data is given below.

According to the analysis of related databases, 72830-09-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AB Hassle; US4965269; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 624-28-2 ,Some common heterocyclic compound, 624-28-2, molecular formula is C5H3Br2N, 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.

Under argon atmosphere,848 mL of a diethyl ether solution of 50.9 g of Compound 1 was cooled, and 131 mL of a 1.64 mol / L n-BuLi hexane solution was added dropwise at -62 C. or lower over 30 minutes.After stirring for 30 minutes at the same temperature,21.5 g of dehydrated N, N-dimethylacetamide was added dropwise over 10 minutes.Aqueous ammonium chloride solution was added and stirred at room temperature for 2 days. Extract with ethyl acetate,After drying the organic layer over anhydrous magnesium sulfate,Concentrated under reduced pressure. Without further purification,Compound 2 was used in the next reaction as it was.

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. 624-28-2, 2,5-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Chartwell Medical Instrument Co., Ltd.; Ji, Bin; Higuchi, Masato; Suhara, Tetsuya; Chen, Chun-jen; Fujimoto, Osuke; (15 pag.)JP2019/123675; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1289197-78-9, 2-Bromo-4-chloronicotinaldehyde, 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: 1289197-78-9, blongs to pyridine-derivatives compound. SDS of cas: 1289197-78-9

Example 192c 4-Chloro-2-(4-oxo-7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-3(4H)-yl)nicotinaldehyde 192c A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 1,4-dioxane (50 mL), potassium carbonate (1.5 g, 10.6 mmol), 7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-4(3H)-one 192b (1.0 g, 5.3 mmol), and 2-bromo-4-chloronicotinaldehyde (3.5 g, 15.9 mmol). After bubbling nitrogen through the resulting mixture for 30 minutes, copper(I) bromide (75.0 mg, 0.53 mmol) and sarcosine (47.0 mg, 0.53 mmol) were added, and the reaction mixture was heated at 95C for 12 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was partitioned between methylene chloride (60 mL) and water (40 mL). The aqueous layer was separated and extracted with methylene chloride (3 x 70 mL). The combined organic layer was washed with brine (30 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 10:1 ethyl acetate/petroleum ether to afford 192c as a brown solid (521 mg, 30%). MS-ESI: [M+H]+ 329.2.

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

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

Reference of 158980-21-3, 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. 158980-21-3, name is Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate, molecular formula is C10H11N3O2, 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 ethyl 6-aminoimidazo[l,2-a]pyridine-2-carboxylate(A35, 1.0 g, 4.87 mmol) in pyridine(10 mL) methane sulphonyl chloride(0.37 mL, 4.87 mmol) was added and the resulting solution was stirred at room temperature for 2 h. After completion of reaction concentrated under reduced pressure to get crude. The crude was dissolved in DCM and washed with water and dried with anhydrous Na2S04, filtered and concentrated to afford ethyl 6-(methylsulfonamido)imidazo[l,2-a]pyridine-2-carboxylate 1-56 as a Light green solid. Yield: 0.70 g(crude) LC-MS(ES) m/z : 284.08[M+H]+.

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 158980-21-3, Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate. A new synthetic method of this compound is introduced below.

Tert-butyl 2-(pyrrolidin-2-yl)acetate (1.00 g, 5.40 mmol) was added to a solution of methyl 6-chloro-5-nitronicotinate (1.169 g, 5.40 mmol) in THF (Volume: 10 ml). The reaction mixture was stirred at rt for 1 h and K2CO3 (0.760 g, 5.50 mmol) was added. The reaction mixture was stirred for 2 h and triethylamine (0.379 ml, 2.70 mmol) was added. The mixture was stirred for 1 h, filtered and concentrated in vacuo. Flash column chromatography on silica gel (120 g SiO2, hexanes:ethyl acetate 9:1) afforded methyl 6-(2-(2-tert-butoxy-2-oxoethyl)pyrrolidin-1-yl)-5-nitronicotinate (1.79 g, 4.90 mmol, 91percent yield) as a yellow oil. [M+H] calc’d for C17H23N3O6, 365; found, 365.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1360934-51-5, 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.1360934-51-5, name is Methyl 2-chloro-5-(trifluoromethyl)nicotinate, molecular formula is C8H5ClF3NO2, molecular weight is 239.58, as common compound, the synthetic route is as follows.

[Example 115] (1069) (1070) The mixture of 97 mg of 1-benzyl-1H-indol-5-amine, 100 mg of methyl 2-chloro-5-(trifluoromethyl)nicotinate, 19 mg of tris(dibenzylideneacetone)dipalladium(0), 24 mg of 4,5′-bis(diphenylphosphino)-9,9′-dimethylxanthene, 272 mg of cesium carbonate, and 1 mL of butyl acetate, was heated at reflux for 2 hours and 20 minutes. The reaction mixture was cooled to room temperature, and ethyl acetate and water were then added thereto. The organic layer was separated, washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (gradient elution with hexane:ethyl acetate = 100:0-50:50). Water and methanol were added to the thus obtained residue, and the solid was collected by filtration to give 91 mg of methyl 2-((1-benzyl-1H-indol-5-yl)amino)-5-(trifluoromethyl)nicotinate as a yellow solid. 1H-NMR (DMSO-d6) delta: 3.93 (3H, s), 5.43 (2H, s), 6.48 (1H, d, J = 2.6 Hz), 7.18-7.34 (6H, m), 7.43 (1H, d, J = 8.6 Hz), 7.54 (1H, d, J = 3.3 Hz), 7.88 (1H, d, J = 2.0 Hz), 8.38 (1H, d, J = 2.6 Hz), 8.66 (1H, d, J = 2.0 Hz), 10.20 (1H, s). MS (ESI, m/z): 426 (M+H)+.

Statistics shows that 1360934-51-5 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-5-(trifluoromethyl)nicotinate.

Reference:
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65-22-5, 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. 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride. A new synthetic method of this compound is introduced below.

In a round bottom flask containing 7 mL methanol and 3 mL of DMF was added the diamine N2S2-4C¡¤2HCl (0.1 mmol; 0.038 g), pyridoxal hydrochloride (0.2 mmol; 0.041 g) and 60 muL of triethylamine. The resulting suspension was heated at 60 C with magnetic stirring and then was added nickel perchlorate (0.1 mmol; 0.036 g). The resulting mixture was stirred at 60 C for 45 min. After this period, the flask contents the solution was cooled to room temperature and filtered. Red crystals were collected after 4 days by slow evaporation of the solvent. Yield (crystals): 84%. Melting point: up 250 C. IR (KBr pellets cm-1): nu(O-Halcohol) 3362 s, nu(Caliphatic-H) 2929 w, nu(C = N) 1602 s, nu(C = O DMF) 1654 s, nu(C-S) 761 m,. Anal. Calc.: C, 54.67; H, 5.24; N, 9.11. Found: C, 54.60; H, 5.49; N, 8.98.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65-22-5, 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Fontana, Liniquer Andre; Stueker, Monica; Oliveira, Gelson Manzoni; Iglesias, Bernardo Almeida; Back, Davi Fernando; Inorganic Chemistry Communications; vol. 62; (2015); p. 55 – 59;,
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. 1737-93-5, name is 3,5-Dichloro-2,4,6-trifluoropyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5Cl2F3N

3,5-Dichloro-2,4,6-trifluoropyridine (2.01 g, 9.95 mmol) was ssolved in tetrahydrofuran (40 mL) and cooled to -78 C. ethylmagnesium chloride (6.2 mL, 12.40 mmol) was added slowly to the cooled solution and stirred for 30 minutes. Gradually allowed to warm to 0 C and monitored by LCMS until disappearance of starting material. Worked up with EtOAc (3x) and aq. saturated NaHCO3. The combined organics were washed with brine, dried over magnesium sulfate, filtered and gently concentrated to afford a volatile yellow oil.

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, 1737-93-5, 3,5-Dichloro-2,4,6-trifluoropyridine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 120034-05-1, Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, 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, Computed Properties of C7H6BrNO3, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO3

The compound prepared in the above Step 1 (300 mg, 1.29 mmol) was dissolved in dichloromethane, and 4-fluorophenylboronic acid (543 mg, 3.88 mmol), anhydrous copper (II) acetate (469 mg, 2.58 mmol), and pyridine (0.42 mL, 5.16 mmol) were sequentially added to this solution. The mixture was stirred at room temperature for 24 hours. The mixture was filtered through a celite pad and then extracted with dichloromethane. The separated organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified by column chromatography to obtain the title compound (0.14 g, yield: 36%, yellow solid). 1H NMR (500MHz, DMSO-d6) d 8.30 (s, 1H), 8.16 (s, 1H), 7.54-7.50 (m, 2H), 7.39-7.34 (m, 2H), 3.76 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120034-05-1, Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; WELLMARKER BIO CO., LTD.; LEE, Hyunho; PARK, Chun-Ho; HUR, Sun Chul; MOON, Jai-Hee; SHIN, Jae-Sik; HONG, Seung-Woo; PARK, Yoon-Sun; KIM, Joseph; LEE, Sohee; KIM, Hyojin; PARK, Hyebin; (83 pag.)WO2019/182274; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 154078-83-8, 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 154078-83-8, name is Ethyl 2-(3-nitropyridin-2-yl)acetate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl 2-(3-nitropyrid-2-yl)acetate (1.05 g, 5 mmol, 1.0 eqin DMF (10 mL) was added DMF-DMA (0.9 g, 7.5 mmol, 1.5 eq). The mixture was stirred at rt overnight. The mixture was poured into water (50 mL), extracted with EA (50 mL x 2). The organic layer was washed with water (50 mL x 2) and brine (50 mL x 2), dried over sodium sulfate, concentrated to afford ethyl 3-(dimethylamino)-2-(3-nitropyrid-2-yl)propenoate (650 mg, 50%) which was used in next step directly. LCMS: (M+H)+: 265.9.

According to the analysis of related databases, 154078-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem