Pyridine-derivatives

Application of 133627-45-9, 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. 133627-45-9, name is 2-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, 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.

A mixture of 2-chloro-4-methylpyridin-3-amine (1.0 g, 7.0 mmol) and concentrated hydrochloric acid (4.4 mL) was cooled to 0 C and a solution of sodium nitrite (0.5 g, 7.5 mmol) in water (8 mL) was added dropwise. The mixture was stirred for 1 hour at 0 C and then was added dropwise to a stirred solution of potassium iodide (1.6 g, 9.6 mmol) in water (9 mL). The mixture was warmed to ambient temperature and stirred overnight. The mixture was extracted with diethyl ether and the organic phase was washed with aqueous sodium thiosulphate, brine, dried (MgSO4) and evaporated in vacuo. The crude product was recrystallized from hexane to give the title compound (0.88 g, 47%) as a white solid. LRMS (m/z): 254 (M+1)+. 1H-NMR delta (CDCl3): 2.50 (s, 3H), 7.05 (d, J=4.9 Hz, 1 H), 8.15 (d, J=4.9 Hz, 1 H).

According to the analysis of related databases, 133627-45-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7251-52-7 ,Some common heterocyclic compound, 7251-52-7, molecular formula is C13H12N2O, 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.

d) (RS)-Phenyl-pyridin-2-yl-acetamide (0.340 g, 1.60 mmol) was dissolved in 5 ml of a saturated solution of HCl/methanol and refluxed for 6 h in a closed vessel. The mixture is poured on 25 g of ice, the pH is adjusted to 8-9 by cautious addition of 28% sodium hydroxide solution keeping the temperature below 10 C. and the product is extracted with ethyl acetate/water. After drying (MgSO4) and concentration, the crude material is purified by flash chromatography on silicagel using 1:4 mixture of ethyl acetate and hexane as eluant to yield 0.204 g (0.939 mmol, 59%) of (RS)-phenyl-pyridin-2-yl-acetic acid methyl ester as a white solid, m.p. 74 C. and MS: m/e=228.2 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7251-52-7, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US6548522; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 794592-13-5, 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. 794592-13-5, name is Ethyl 5-bromo-3-methylpicolinate, molecular formula is C9H10BrNO2, 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 5-bromo-3-methylpyridine-2-carboxylate (1.6 G ; 6. 95 mmol) and benzoyl peroxide (84. 23 mg ; 0. 347 mmol) in carbon tetrachloride (20 ML) was added N-BROMOSUCCINIMIDE (2.47 G ; 13. 91 mmol). The reaction mixture was heated at reflux for 3 h. Another equivalent of N-bromosuccinimide and benzoyl peroxide (85 mg) was added and refluxing was continued for a further 7 h. Reaction was monitored by MS. After 10 h the product was the major peak. The reaction mixture was allowed to cool, filtered through celite washed with carbon tetrachloride. The filtrate was evaporated under reduced pressure to give an oil, 2.7 g. The oil (2.7 g ; 6.9615 mmol) and hydrazine hydrate (2.4 mL) in ethanol was heated at reflux overnight. The solvent was evaporated under reduced pressure, the residue was taken-up in water acidified with 2N HCl the solid obtained was collected by filtration washed with water and dried by azeotroping with toluene. Yield = 0.9 g. The crude product and phosphorus oxychloride were heated at 60 for 1 h. The excess phosphorus oxychloride was evaporated under reduced pressure to give 3-BROMO-8-CHLOROPYRIDO [2, 3-D] PYRIDAZINE (0.97 g) as solid. This material was azeotroped with toluene and then treated with 4- aminobenzotrifluoride (0.64 g, 0.495 mL ; 3. 97 mmol) in 1, 4-dioxane (20ml) and heated at 40 for 1 h. The solvent was evaporated under reduced pressure and the residue partitioned between ethyl acetate and sodium carbonate solution. The ethyl acetate extracts were combined, washed with brine, dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an oil. The oil was purified by flash chromatography using a gradient of (90->50%) ISO- HEXANE/ETHYL acetate. The appropriate fractions were combined and evaporated under reduced pressure to give 3-BROMO-N-(4-(TRIFLUOROMETHYL) PHENYL) PYRIDO [2, 3- D] PYRIDAZIN-8-AMINE (100 MG). H NMR (500 MHz, DMSO-D6) 8 : 7.73 (2H, d, J8. 6 Hz), 8.41 (2H, d, J8. 8 Hz), 8.91 (1H, d, J2.2 Hz), 9.25 (1H, s), 9.33 (1H, d, J2.2 Hz), 10.05 (1H, s). The amine was reacted as in Example 4 to give the title COMPOUND. LH NMR (500 MHz, DMSO-d6) 8 : 2.49 (3H, s), 7.49 (1H, dd, J4.8 and 7.7 Hz), 7.76 (2H, d, J8.6 HZ), 7.90 (1H, dd, J0. 5 and 7.1 Hz), 8.47 (2H, d, J8. 6 Hz), 8. 66 (1H, dd, J0. 5 and 4.2 Hz), 8. 80 (1H, d, J2.0 Hz), 9.39 (1H, s), 9.48 (1H, d, J2.0 Hz), 10.10 (1H, s) ; MS (ES M+1) 382

According to the analysis of related databases, 794592-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Chloro-1H-pyrrolo[2,3-b]pyridine

General procedure: In a microwave reaction vial with a magnetic stirring bar was placed the azaindoleor indole (0.38 mmol), aldehyde (0.19 mmol), and K2CO3 (176 mg, 1.27 mmol), followedby addition of 2.5 mL of 1:1 mixture of MeOH:H2O. The resulting mixture was placed ina microwave reactor and irradiated at 130 oC for 30 minutes. After cooling to roomtemperature, the volatiles were removed under reduced pressure. The crude residue wasdiluted with water (10 mL) and extracted with ethyl acetate (3 x 10 mL). The combinedorganic layers were dried over sodium sulfate, filtered, and the resulting filtrate evaporated in vacuo to give a crude solid that was purified using reversed-phase HPLC,eluting with MeCN/H2O with a trace of TFA to give the desired compound.

The synthetic route of 866546-07-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Uddin, Md. Imam; Buck, Jason R.; Schulte, Michael L.; Tang, Dewei; Saleh, Samir A.; Cheung, Yiu-Yin; Harp, Joel; Manning, H. Charles; Tetrahedron Letters; vol. 55; 1; (2014); p. 169 – 173;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60032-57-7 ,Some common heterocyclic compound, 60032-57-7, molecular formula is C7H7NO, 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.

General procedure: 4-Chlorophenylmagnesium bromide (1.0 M in Et2O; 11.0 mL, 11.0 mmol) was added dropwise to a stirred solution of 2-chloronicotinaldehyde 2b (1.42 g, 10.0 mmol) in dry THF (50 mL) under a nitrogen atmosphere at ambient temperature. After 30 minutes, the reaction was quenched by the addition of saturated ammonium chloride (aq; 100 mL). The product was extracted with EtOAc (2 × 100 mL) and the extracts washed with brine (100 mL), combined and dried (MgSO4). The crude product was recrystallised from hot 5% EtOAc-hexane to give the alcohol 5a (1.99 g, 78%) as a white crystalline solid, mp 102 – 103 C. Identical in all other ways to that described above (General Procedure C).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60032-57-7, its application will become more common.

Reference:
Article; Roughley, Stephen D.; Browne, Helen; MacIas, Alba T.; Benwell, Karen; Brooks, Teresa; D’Alessandro, Jalanie; Daniels, Zoe; Dugdale, Sarah; Francis, Geraint; Gibbons, Ben; Hart, Terance; Haymes, Timothy; Kennett, Guy; Lightowler, Sean; Matassova, Natalia; Mansell, Howard; Merrett, Angela; Misra, Anil; Padfield, Anthony; Parsons, Rachel; Pratt, Robert; Robertson, Alan; Simmonite, Heather; Tan, Kiri; Walls, Steven B.; Wong, Melanie; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 901 – 906;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 115170-40-6, 5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, 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, Recommanded Product: 115170-40-6, blongs to pyridine-derivatives compound. Recommanded Product: 115170-40-6

Intermediate IV andBromo-2,3-dihydro-1H-pyrrolo (2,3-b) pyridine to give d,React with (S) -3-hydroxytetrahydrofuran,A dark yellow solid VId was obtained.The intermediate d with activated carbon,Ferric chloride and hydrazine hydrate reduction,Obtained as an off-white solid VIId.Then VIId and diethyl phosphoric acid condensation,Compound VIIId is obtained,In the condensation with (dimethylamino) acetaldehyde diethyl acetal,The target compound was obtained. Yield: 48.7%.

The synthetic route of 115170-40-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Ouyang Yiqiang; Tang Qidong; Xu Shan; Tu Yuanbiao; Duan Yongli; Lei Huajun; Wang Caolin; (23 pag.)CN106831725; (2017); A;,
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. 874302-76-8, name is 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate. A new synthetic method of this compound is introduced below., Quality Control of 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate

To a solution of compound 3 (230.52 mg, 654.17 umol) in DMF (2 mL) was added Motohmod (0.15 g, 327.09 umol), DIEA (126.82 mg, 981.26 umol, 170.92 uL) and HOBt (53.04 mg, 392.50 umol). The mixture was stirred at 25 C for 16 hr. LC-MS indicated compound 3 was consumed completely and a peak with desired mass (m/z: 672.1([M+H+])) was detected. The reaction mixture was purified by prep-HPLC (A: H20, B: ACN). Compound 4 (0.11 g, 163.72 umol, 50.05% yield) was obtained as a white solid. Calculated MW: 671.8 observed m/z: 672.1([M+H+])

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, 874302-76-8, 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate.

Reference:
Patent; BICYCLERD LIMITED; KEEN, Nick; MCDONNELL, Kevin; PARK, Peter U.; MUDD, Gemma Elizabeth; IVANOVA-BERNDT, Gabriela; (274 pag.)WO2019/34868; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 866546-07-8, 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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

A solution of bromine (3.5mol) in chloroform (40mol) was added dropwise to an ice-cold solution of the 5-chloro-1H- pyrrolo[2,3-b]pyridine (3) (10g, 65mM) in chloroform (260mol). The reaction mixture was stirred for 60 minutes at 0C. The reaction mixture was then hydrolyse with water and the pH of the solution was adjusted to 10. The resulting solid was removed by filtration, and the. aqueous was extracted with dichloromethane. The organic was washed with water, dried over magnesium sulfate and concentrated in vacuo to afford the title compound (10.5g, 69%). 1H NMR (DMSO-d6) 7.8 (1H, s), 7.9 (1H, s), 8.3 (1H, s)

According to the analysis of related databases, 866546-07-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED?; WO2005/95400; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 586-98-1, 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 586-98-1 as follows.

EXAMPLE 22 Synthesis of 2-(benzo[3,4-d]1,3-dioxolan-5-yl)-4-(2-pyridylmethoxymethyl)-1,3-thiazole (Compound 27) 2-Pyridylcarbinol(0.19 ml, 1.71 mmol) was dissolved in methylene chloride(2 ml), triethylamine(0.59 ml, 4.27 mmol) was added thereto, and the mixture was stirred for 10 minutes at 0 C. Then, methanesulfonyl-chloride(0.26 ml, 3.41 mmol) was added and the resulting mixture was stirred for 10 minutes at the same temperature. The reaction solution was sequentially washed with saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous sodium sulfate, and concentrated to give 2-(methanesulfonyloxymethyl)pyridine(315 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,586-98-1, its application will become more common.

Reference:
Patent; Choongwae Pharm. Co., Ltd.; US2003/83326; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16063-69-7 ,Some common heterocyclic compound, 16063-69-7, molecular formula is C5H2Cl3N, 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.

General procedure: A mixture of different phenols (5.0 mmol) and K2CO3 (0.83 g, 6.0 mmol) in 15 mL DMF was stirred at room temperature for 15 min. Then, 2,4,6-trichloropyridine (Y-3) (0.91 g, 5.0 mmol) was added and the mixture was heated to 50 C. The reaction was monitored by TLC until its completion. Then, the solvent was evaporated off and the residue was dissolved in water and extracted with ethyl acetate (3 × 15 mL). Then the organic layer was dried over Na2S2O4 and concentrated in vacuo. The residue was recrystallized from ethyl acetate and petroleum ether or purified by column chromatography using ethyl acetate and petroleum ether (60-90) as an eluent to give Y-4. 4.1.3.1 2,6-Dichloro-4-(mesityloxy)pyridine (Y-4-1). Colorless crystal, recrystallized from ethyl acetate and petroleum ether, yield: 85 %, mp: 130-131 C; 1H NMR (400 MHz, CDCl3) delta: 2.06 (s, 6H, 2 × CH3), 2.31 (s, 3H, CH3), 6.66 (d, J = 1.32 Hz, 2H, Py-H), 6.93 (s, 2H, Ph-H); 13C NMR (100 MHz, CDCl3) delta: 15.99, 20.79, 109.73, 129.94, 130.09, 136.17, 147.14, 151.68, 167.27; MS-ESI: 282.3 [M+H]+, 284.2 [M+H]+. C14H13Cl2NO (281.04).

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. 16063-69-7, 2,4,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yang, Jiapei; Chen, Wenmin; Kang, Dongwei; Lu, Xueyi; Li, Xiao; Liu, Zhaoqiang; Huang, Boshi; Daelemans, Dirk; Pannecouque, Christophe; De Clercq, Erik; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 294 – 304;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem