Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 117890-55-8, 2-Chloro-6,7-dihydro-5H-cyclopenta[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, Computed Properties of C8H8ClN, blongs to pyridine-derivatives compound. Computed Properties of C8H8ClN

A solution of m-chloroperbenzoic acid 70% (520.9 mg, 2.113 mmol) in 5 mL of CH2CI2 was added drop wise to a stirring solution of 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (295mg, 1.921 mmol) in 3 mL of CH2CI2 and the resulting solution was allowed to stir at room temperature overnight. The reaction mixture was quenched with a saturated aqueous solution of NaHCO3 and the CH2CI2 layer was separated. The aqueous phase was then extracted with CH2CI2 (3X), and the combined organic extracts were washed with brine and then dried over anhydrous Na2SO4. After removing solvent at reduced pressure, the residue was purified by preparative TLC (eluting with 70% EtOAc/Hexane) to afford the title compound (1-1 a).MS calculated = 169.91 , MS+1 observed =170.0

The synthetic route of 117890-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/103511; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 499-51-4, 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 499-51-4 as follows.

Dimethyl-4-bromo-2,6-pyridinedicarboxylate (Compound 2) A mixture of chelidamic acid monohydrate (8.42 g, 41.87 mmol) and PBr5 (93 g) in a dry Shlenk tube equipped with a reflux condenser was heated under a nitrogen atmosphere to 120 C. A melt formed which was stirred under a nitrogen atmosphere for 3 hours at 100 C. The resultant purple melt was cooled to room temperature and transferred to a round bottom flask equipped with a drying tube by washing with CHCl3 (3×50 mL). The solution was cooled to 0 C. and dry MeOH (150 mL) was slowly added. The resultant brown solution was stirred overnight and then concentrated in vacuo to a slurry. Solid was recrystallised from MeOH (175 mL), filtered, washed with ice cold MeOH (3×50 mL) and sucked dry, giving 2 as white needles (8.29 g, 72%) 1H NMR (299.9 MHz, CDCl3) delta 8.46 (s, 2H, Ar-H), 4.04 (s, 6H, -OCH3) ppm; 13C NMR (125.7 MHz, CDCl3) delta 164.36 (carbonyl), 149.42 (aromatic), 135.37 (aromatic), 131.66 (protonated aromatic), 53.83 (methyl) ppm; Anal. Calcd. for C9H8NO4Br: C: 39.43, H: 2.94, N: 5.11, Found: C: 39.68, H: 2.92, N: 5.09; m.p. 166-167 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,499-51-4, its application will become more common.

Reference:
Patent; Medical Research Council; University of Otago; US2004/29851; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1227585-65-0, (2-Bromo-5-chloropyridin-3-yl)methanol, 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, HPLC of Formula: C6H5BrClNO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrClNO

To a solution of 52 (5.0 g, 22.5 mmol) in 2-MeTHF (15 mL) was added 3,4-dihydro-2H-pyran (2.7 mL, 29.6 mmol) and concentrated sulfuric acid (125 mg) at room temperature. The solution was stirred for 10 min and was then cooled to -3 C. Isopropylmagnesium chloride lithium chloride solution (1.3 M, 30 ml, 39 mmol) was slowly added at -3 to 3 C. The resulting solution was stirred at -3 C. for 3 h until a HPLC showed the conversion was greater than 97%. DMF (5 ml) was added over 15 min below 5 C. The resulting solution was stirred for another 1 h at this temperature. The reaction mixture was quenched by addition of MTBE (50 mL), 15% aqueous citric acid (25 mL) and water (15 mL). The organic layer was separated and washed with 5% aqueous NaCl (50 mL) twice. The organic solution was concentrated under vacuum at 50 C. to give 53 as an oil (6.2 g, 68 wt %, 16.6 mmol, 74% yield). The crude product was used directly for the next step without further purification. The pure sample was isolated by flash chromatography on silica gel with 5% ethyl acetate in hexane as eluants. 1H NMR (CDCl3, 400 MHz): delta 10.13 (s, 1H), 8.65 (s, 1H), 8.20 (s, 1H), 5.25 (d, J=16.6 Hz, 1H), 5.01 (d, J=16.6 Hz, 1H), 4.80 (m, 1H), 3.88 (m, 1H), 3.58 (m, 1H), 1.7 (m, 6H); 13C NMR (CDCl3, 100 MHz): delta 194.20, 147.06, 146.32, 138.98, 136.41, 134.87, 99.04, 64.42, 62.72, 30.53, 25.30, 19.66.

The synthetic route of 1227585-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Chen, Frank; Molinaro, Carmela; Wuelfing, W. Peter; Yasuda, Nobuyoshi; Yin, Jianguo; Zhong, Yong-Li; Lynch, Joseph; Andreani, Teresa; (67 pag.)US2016/130273; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 137628-17-2 , The common heterocyclic compound, 137628-17-2, name is 2,3-Dibromo-5-chloropyridine, molecular formula is C5H2Br2ClN, 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.

Example 16i 3-Bromo-5-chloropicolinonitrile 2,3-Dibromo-5-chloropyridine (14 g, 51.6 mmol), copper(I) cyanide (5.09 g, 56.79 mmol) and propionitrile (58 mL) were divided into four vials and each vial was heated in a microwave reactor at 150 C. for 2.5 h. The mixtures were pooled, filtered and concentrated. The resulting residue was taken up in DCM (100 mL), a solid was filtered off and the filtrate was concentrated to afford 11.3 g (quantitative yield) of the title compound: MS (CI) m/z 217, 219 [M+H]+.

The synthetic route of 137628-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 23056-36-2, 2-Chloro-4-nitropyridine, 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: 2-Chloro-4-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-4-nitropyridine

The mixture of diethyl malonate (80 ml, 0.5 mol) and sodium (2.76 g, 0.12 mol) was heated to 90 C in an oil bath and stirred for 1 h.After heating to 120 C for 45 min, it was cooled to room temperature.2-Chloro-4-nitropyridine (15.6 g, 0.1 mol) in toluene solution was added dropwise, and the reaction mixture was heated to 110 C for 1.5 h, cooled to room temperature and stirred for 15 h.The solvent was evaporated under reduced pressure, and then 6N hydrochloric acid (100 ml) was evaporated.The pH was made alkaline with a saturated sodium carbonate solution, extracted with ethyl acetate, combined with a base phase and dried over anhydrous sodium sulfate.Concentration by suction filtration gave 2-methyl-4-nitropyridine in a molar yield of 95%.

The synthetic route of 23056-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Danyang Ning David Fang To Detect Co., Ltd.; Wei Qian; (5 pag.)CN109748854; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 620-08-6 , The common heterocyclic compound, 620-08-6, name is 4-Methoxypyridine, molecular formula is C6H7NO, 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: An test tube was charged with acetophenone (1a, 0.6 mmol, 72.1 mg), pyridine (2a, 0.6 mmol, 47.5 mg), methyl acrylate (3a, 0.3 mmol, 25.8 mg), K2CO3 (2.4 mmol, 331.7 mg) , I2 (1.2 mmol, 304.6 mg), CuI (0.06 mmol, 11.4 mg) and 1 mL DMF. The reaction mixture was stirred at 90 C for 16 h. After completion of the reaction, the reaction mixture was diluted with EtOAc, and washed with 10% Na2S2O3 solution (50 mL). Then the mixture was extracted with EtOAc (20 mL×3), and the combined organic layers were dried over Na2SO4, filtered, and concentrated invacuo. The remaining crude product was then purified through column chromatography using silica gel (EtOAc/petroleum ether = 1/10) to afford 4a as a yellow solid in 66% yield.

The synthetic route of 620-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Youlai; He, Lisheng; Pan, Weidong; Yang, Yuzhu; Tetrahedron; vol. 75; 27; (2019); p. 3767 – 3771;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4487-59-6, 2-Bromo-5-nitropyridine, 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, name: 2-Bromo-5-nitropyridine, blongs to pyridine-derivatives compound. name: 2-Bromo-5-nitropyridine

Example 3 5-Nitropyridine-2-carbonitrile, a Compound of Formula 1 in which C Comprises 5-nitropyridin-2-yl and R8 is –CN A mixture comprising 2-bromo-5-nitropyridine (5.6 g, 27.7 mmol), cuprous cyanide (2.5 g, 27.4 mmol) and DMF (5 mL) was heated at 105 C. for 2.5 hours, cooled and diluted with methylene chloride (200 mL). The mixture was stirred 20 minutes, filtered and concentrated under reduced pressure. The residue was dissolved in methylene chloride and the solution was washed sequentially with 2N sodium hydroxide (150 mL), 7M ammonium hydroxide (150 mL) and water (150 mL), dried (MgSO4), filtered and concentrated under reduced pressure to provide 5-nitropyridine-2-carbonitrile (3.14 g, 21 mmol) as a yellow oil. 1 H-NMR (300 Mhz, DMSO-d6): 8.4 (d, 1H), 8.8 (d, 1H), 9.5 (s, 1H); MS (EI); Calculated for C6 H3 N3 O2, 149.1, Found (MH+): 149.

The synthetic route of 4487-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Axys Pharmaceuticals, Inc.; US6150379; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 914358-73-9, Adding some certain compound to certain chemical reactions, such as: 914358-73-9, name is 5-Bromo-2-methylpyridin-3-amine,molecular formula is C6H7BrN2, 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 914358-73-9.

A mixture of 4.00 g (21.4 mmol) C-3, 4.3 mL (32 mmol) 2,4-difluorobenzenesulfonyl chloride, 5.2 mL (64 mmol) pyridine and 50 mL DCM is stirred at RT for 5 h. After completion of the reaction, the solvent is removed under reduced pressure, the crude product is taken up in 50 mL water and extracted twice with 100 mL DCM. The combined organic layers are dried over MgS04 and the solvent is removed under reduced pressure. The crude product can be used without further purification. Yield: 7.88 g (91%).

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. 914358-73-9, 5-Bromo-2-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 71902-33-5, 3,5-Difluoropyridine, 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: 71902-33-5, blongs to pyridine-derivatives compound. Recommanded Product: 71902-33-5

Example 19Preparation of 3-chloro-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amineTo a stirred solution of 5-chloro-1H-pyrazol-4-amine, HCl (2 g, 12.99 mmol) and cesium carbonate (8.89 g, 27.3 mmol) in DMF (13 mL) was added 3,5-difluoropyridine (1.794 g, 15.58 mmol) and the mixture heated at 70° C. for 12 h.The mixture was cooled to room temperature and filtered.The solids were washed with copious amount of ethyl acetate.The filtrates was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo to give a brown solid.This solid was dissolved in ethyl acetate and the resulting solution was saturated with hexanes to precipitate 3-chloro-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amine (2.31 g, 10.32 mmol, 79percent yield) as a brown solid: 1H NMR (400 MHz, DMSO-d6) delta 8.89-8.82 (m, 1H), 8.45 (d, J=2.5 Hz, 1H), 8.07 (d, J=10.4 Hz, 1H), 7.94 (s, 1H), 4.51 (s, 2H); EIMS (m/z) 213 ([M+1]+).3-Bromo-1-(5-fluoropyridin-3-yl)-1H-pyrazol-4-amine was prepared from the corresponding pyrazole as described in Example 19: mp 164-165° C.; 1H NMR (400 MHz, CDCl3) delta 8.65 (d, J=1.7 Hz, 1H), 8.36 (d, J=2.5 Hz, 1H), 7.76 (dd, J=5.9, 3.6 Hz, 1H), 7.48 (s, 1H), 3.22 (s, 2H).

The synthetic route of 71902-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yap, Maurice C.H.; Buysse, Ann M.; Knueppel, Daniel; Zhang, Yu; Garizi, Negar; Niyaz, Noormohamed M.; Lowe, Christian T.; Hunter, Ricky; Trullinger, Tony K.; Demeter, David A.; Pernich, Dan; Deamicis, Carl; Ross, JR., Ronald; Johnson, Timothy C.; US2012/110702; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 615568-23-5, Adding some certain compound to certain chemical reactions, such as: 615568-23-5, name is (2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol,molecular formula is C8H9NO3, 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 615568-23-5.

To a stirred solution of (2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol (24 g, 0.14 mol) in anhydrous CH2Cl2 (500 mL) was added activated MnO2 (25.0 g, 0.28 mol) at 0 C. in portions. The mixture was stirred at room temperature for 5 hours and another batch of activated MnO2 (25.0 g, 0.28 mol) was added in identical fashion. The mixture was stirred at room temperature overnight. The mixture was filtered through a Celite pad and the filtrate was concentrated. The residue was purified via column chromatography (silica gel, EtOAc/petroleum ether 1:15 to 1:10) to yield 2,3-dihydro-[1,4]dioxino[2,3-b]pyridine-6-carbaldehyde (16.0 g, 67%) as a yellow solid. MS (ES+) 166.2 (M+H)+. 1H NMR delta (CDCl3) 4.40 (s, 2H), 4.91 (s, 2H), 7.37 (d, 1H), 7.61 (d, 1H), 9.65 (s, 1H).

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. 615568-23-5, (2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-6-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bhattacharya, Samit K.; Cameron, Kimberly O.; Fernando, Dilinie P.; McClure, Kim F.; Kung, Daniel W.; Londregan, Allyn T.; Simila, Suvi T. M.; US2011/230461; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem