Category: pyridine-derivatives

5470-70-2, 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. 5470-70-2, name is Methyl 6-methylnicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 6-methylnicotinate (2 g, 13.2 mmol, 1.0 eq), NBS (2.4 g, 13.2 mmol, 1.0 eq) and BPO (319 mg, 1.32 mmol, 0.1 eq) in CCI4 (40 mL) was stirred at 95 C under N2 overnight. Then the reaction was quenched with water (10 mL), extracted with DCM (50 mLx3). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified on silica gel column (PE/EtOAc = 20/1) to afford a yellow solid (780 mg, 26%).

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, 5470-70-2, Methyl 6-methylnicotinate.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

145100-50-1, 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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of phenol, obtained as above, dissolved in CH2Cl2 (30 mL) were addedN-(2-pyridyl)bis(trifluoromethanesulfonimide) (1.83 g, 5.12 mmol) and triethylamine(1.07 mL, 7.65 mmol) at room temperature. After stirring for 6 h at the same temperature,to the mixture was added an aqueous saturated solution of NH4Cl (30 mL). The mixture was extracted with CH2Cl2 (50 mL ¡Á 3), and the combined organic extract was dried (Na2SO4), and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 100 g, n-hexane/CH2Cl2= 4/6 to 1/9) to give bis(3,5-bis(trifluoromethyl)phenyl)(2-triflyloxyphenyl)phosphineoxide (1c) (2.27 g, 3.25 mmol, 63.7% in two steps) as a colorless solid.

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 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.

Reference:
Article; Nishiyama, Yoshitake; Kamada, Shuhei; Yoshida, Suguru; Hosoya, Takamitsu; Chemistry Letters; vol. 47; 9; (2018); p. 1216 – 1219;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

109-04-6 , The common heterocyclic compound, 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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.

(i) 3-(Pyridin-2-yl)aniline 3.72 g (20.0 mmol) of 3-aminophenyl boronic acid¡¤ hemisulphate salt, 3.16 g (20.0 mmol) of 2-bromopyridine, 1.16 g (1.0 mmol) of tetrakis(triphenyl phosphine)palladium(0), and 11.2 g (106 mmol) of sodium carbonate were heated under reflux for 5 hours in a mixed solvent of 100 mL of DME and 34 mL of water. After completion of the reaction, extraction with ethyl acetate, and drying over anhydrous sodium sulfate were carried out. The solvent was distilled off under reduced pressure. The resulting crude product was separated and purified using silica gel column chromatography to give 1.27 g of 3-(pyridin-2-yl)aniline (yield: 37%). 1H-NMR (CDCl3) delta: 3.76 (2H, br), 6.65-6.78 (1H, m), 7.10-7.40 (4H, m), 7.60-7.78 (2H, m), 8.60-8.70 (1H, m).

According to the analysis of related databases, 109-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Renascience CO., LTD.; EP2272822; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

16133-25-8, 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 16133-25-8, name is Pyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

Under the protection of the Ar, 3 – pyridine sulfonyl chloride (1.457 g) is added in excess ammonia water (4.5 ml, ammonia content: 25 – 28percent), the temperature of the 40 ¡ãC reaction, 30 min after stopping the reaction, steaming and the removal of unreacted ammonia, adding 10 ml water precipitated yellow solid, filtering ethanol after heats crystallization (1.1 g, 85percent),

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 16133-25-8, Pyridine-3-sulfonyl chloride.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Shen Zhufang; Bie Jianbo; Mu Yongzhao; Chen Hualong; Liu Lvnan; Zhou Jie; Li Caina; Cao Ran; Huan Yi; Sun Shujuan; (258 pag.)CN107098846; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

117977-21-6, 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. 117977-21-6, name is 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example; 2- [ {4-(3-methoxypropoxy)-3-methylpyridine-2-yl} methylthio]-1 H- benzimidazole (prepared as per example 90 of the U. S. Patent No. 5,045, 552) (100 grams, 0.29 moles) is added to a mixture of chloroform (500 ml) and dimethylsulfoxide (200 ml) and the reaction mixture is cooled to-10 to-15C. 3-chloroperbenzoic acid (60 grams, 0.24 moles) is dissolved in chloroform (500 ml), and added to the above solution at-10 to – 15C for about 1-12 hours and the reaction mixtures maintained at the same temperature for 30 minutes. Thereafter 12.8% w/v aqueous sodium hydroxide solution (500 ml) is added to the reaction mixture. The pH of the reaction mixture is adjusted to 9.5 to 10.0 with acetic acid. Of the biphasic system thus obtained the organic layer is separated and then extracted with 1.6% w/v aqueous sodium hydroxide solution (500 ml). Further the sodium hydroxide extract is diluted with a mixture of chloroform (140 ml) and methanol (100 ml). Then the pH of the mass is again adjusted to 9.5 to 10.0 with acetic acid and the organic layer separated again. To the separated organic layer is now added tert. butyl methyl ether (440 ml). The reaction mixture is stirred for about 1-12 hours at a temperature of 0-5C and subjected to filtration. The residue is dissolved in a mixture of 10% w/v aqueous sodium hydroxide solution (100 ml) and methanol (65 ml). The pH is adjusted to 9.0 to 9.5 with acetic acid at 10-15C and further stirred for 12 hours followed by filtration. The wet material is then dissolved in dichloromethane (130 ml) and the water layer separated where after the solution is added to tert. butyl methyl ether (260 ml), stirred at a temperature of 0-5C for 1-2 hours. The 2- [ [ [4- (3-methoxypropoxy)-3- methyl-2-pyridinyl]-methyl] sulfinyl]-lH-benzimidazole thus obtained is filtered and dried.

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 117977-21-6, 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; CORD, Janet, I.; WO2003/82858; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

462-08-8, 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. 462-08-8, name is Pyridin-3-amine, molecular formula is C5H6N2, 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 round bottom flask was charged with Bu4NBr (2 mmol, 0.64 g), EtOH (8 mL) and 2-methylaniline (2 mmol, 0.21 g) followed by CuBr2 (3 mmol, 0.67 g). The resulted mixture was stirred at 25 ¡ãC. After the completion of the reaction (monitored by TLC), the solvent was evaporated under reduced pressure. To the residue was added ammonium hydroxide (5 mL, 25percent w/v) and water (5 mL) with stirring, and the suspension was extracted with DCM(10 mL¡Á4) The organic phase was washed with saturated brine and dried over anhydrous Na2SO4. The product 2b was obtained using flash chromatograph column eluted with PE : EA (5 : 1).

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. 462-08-8, Pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Zhang, San-Qi; Synthetic Communications; vol. 49; 11; (2019); p. 1406 – 1415;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 626-64-2 as follows., 626-64-2

General procedure: Method C: 2-Chloromethyl-1-methyl-5-nitro-1H-imidazol (6a) (1 g, 5.7 mmol), Cs2CO3 (6.6 g, 34.2 mmol) and KI (0.095 g, 0.57 mmol) were stirred in MeCN under inert atmosphere. 2-Piperazin-1-yl-pyridin-4-ol (1.02 g, 5.7 mmol) in MeCN was added via a pressure equalized dropping funnel. The mixture was reflux at 80 C overnight under inert atmosphere. The reaction mixture was filtered and the solvent evaporated. The residue was dissolved in CHCl3 and washed with 10% K2CO3 (3 x 15 mL). The organic layer was collected, dried over MgSO4, concentrated to give crude in the form of colorless oil. Purification of product 9e (1 g, 55%) was done by the same procedure as described in method A.

The chemical industry reduces the impact on the environment during synthesis 626-64-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Samant, Bhupesh S.; Sukhthankar, Mugdha G.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 3; (2011); p. 1015 – 1018;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

271-63-6, 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. 271-63-6, name is 1H-Pyrrolo[2,3-b]pyridine, molecular formula is C7H6N2, 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.

PCC (45.7 g. 212 mmol) was compounded with silica gel (45.7 g. 100-200 mesh) and transferred to a 1 -L round-bottom flask containing DCE (400 mL). To the resulting orange suspension was added a solution of 1 -/-pyrrolo[2,3-b]pyridine (10.0 g, 84.7 mmol) in DCE (50 mL) and AICI3 (1 .5 g, 1 1 mmol). The mixture was stirred at 80C for 3 h, cooled to rt, filtered and the filter cake was washed with EA. The filtrate was concentrated and purified by FCC (PE:EA = 5: 1 ) to give compound P27a as a yellow solid.

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. 271-63-6, 1H-Pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENEX-FXR GMBH; GEGE, Christian; BIRKEL, Manfred; HAMBRUCH, Eva; DEUSCHLE, Ulrich; KREMOSER, Claus; (203 pag.)WO2019/16269; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

88150-62-3, 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. 88150-62-3, name is Phthaloylamlodipine, the common compound, a new synthetic route is introduced below.

Preparation of 3-Ethyl 5-methyl (4RS)-4-(2-CHLOROPHENYL)- [2-L [2-METHYLCARBAMOYL) BENZOYLSAMINO] ethoxy]methyl]-1, 4-dihydropyridine-3, 5-dicarboxylate (VII) A 250 ML one-necked flask, equipped with a magnetic stirrer was charged with 10 g phthaloyl amlodipine in 25 ML of THF. To this solution was added 3 mL of methyamine (40%). The solution was stirred at rt for 30 minutes. The solvent was evaporated in vacuo. The residue was precipitated by adding diethylether to give the title compound as a white solid 9.72 g (92%, with a relative purity> 96% based on AREA%). IR (cm-1) : 3340,2341, 1699, 1670,1636, 1540,1487, 1286,1205, 1100,870, 668. EI-MS (70 eV) : 569 + (3), 538 [M- C2H5] +(12), 458 [M-C6H5C1] + (45), 427 [M-C6H4CI-OME] + (91), 347 [CISHJSCINC (100), 297 (66), 280 (7), 260 (13), 254 (18), 236 [CL2HL5N207] + (10), 223 [C11H14N2O3]+ (28), 208 (57), 174 (61), 162 (71), 148 (12), 130 (14), 105 (10), 76 (8). 1H-NMR (CDCL3) 6 7.83 (d, 1H), 7.63-7. 67 (m, 2H), 7.41-7. 45 (M, 2H), 7.36 (d, 1H), 7.20 (d, 1H), 7.10 (q, 1H), 7.00 (Q, 1H), 6.90 (q, 1H), 5.37 (s, 1H), 4. 77 (d, 1H), 4.67 (d, 1H), 4.03 (q, 2H), 3.80-3. 82 (m, 2H), 3.61-3. 66 (m, 2H), 3. 57 (s, 3H), 2.91 (d, 3H), 2. 30 (s, 3H), 1.16 (t, 3H). 13C-NMR (CDCL3) 8 170.9, 168. 9, 168.3, 167.4, 146.1, 145.2, 145.1, 134.8, 134.2, 132. 4,131. 6,130. 3,129. 5, 129.4, 127.9, 127.5, 127.0, 103.7, 101.9, 70.4, 70.3, 60.0, 50. 9, 39. 8, 37. 2,27. 2,19. 2,14. 4.

Statistics shows that 88150-62-3 is playing an increasingly important role. we look forward to future research findings about Phthaloylamlodipine.

Reference:
Patent; EOS ECZACIBASI OZGUN KIMYASAL URUNLER SANAYI VE TICARET A.S.; WO2004/58711; (2004); 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 626-55-1, name is 3-Bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. 626-55-1

Synthesis of 3-(4-Methoxyphenyl)pyridine (30) via Scheme 5; A mixture of 3-bromopyridine, (29, 190 mg, 1.20 mmol), 4- methoxyphenylboronic acid (152 mg, 1.00 mmol), Pd(PPh3 )4 (35.0 mg, 0.0300 mmol) and K3PO4 (430 mg, 2.00 mmol) in 1 ,4-dioxane (10 mL) was heated at 100 0C for 18 h. The solvent was removed under reduced pressure and ethyl acetate was added to the solid residue. The organic layer was washed sequentially with water, brine, and then dried over anhydrous Na2SO4. Concentration of the filtrate followed by chromatography [silica, hexanes/ethyl acetate (3: 1 )] gave 30 as a white solid (108 mg, 58% yield), mp 61-63 0C. 1 H NMR (500 MHz, CDCl3) delta 3.86 (s, 3H), 7.01 (d, J = 8.5 Hz, 2H), 7.33 (dd, J = 5.0, 8.0 Hz, 1 H), 7.52 (d, J = 8.5 Hz, 2H), 7.81-7.83 (m, 1 H), 8.54 (dd, J = 2.0, 5.0 Hz, 1 H), 8.81 (br s, 1 H).

Statistics shows that 626-55-1 is playing an increasingly important role. we look forward to future research findings about 3-Bromopyridine.

Reference:
Patent; THE GENERAL HOSPITAL CORPORATION; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2009/114180; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem