Pyridine-derivatives

Related Products of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

2-(6-chloro-3-pyridyl)methyl-1,4,5,6-tetrahydropyrimidine [Compound 8] To a stirred solution of 20 ml of toluene were added 3.75 ml of 1M trimethylaluminum/hexane solution and 315 mul (3.77 mmol) of trimethylenediamine under argon atmosphere at room temperature, and to this mixture was further added 500 mg (2.5 mmol) of ethyl (6-chloro-3-pyridyl)acetate in toluene solution. The mixture was stirred for 22 hours at 100 C. under refluxing. After cooling the reaction mixture to room temperature, 5 ml of chloroform, 5 ml of methanol and 1 ml of water were added. Then precipitated gel was removed off by filtration and washed with a mixture of chloroform and methanol (9:1), and the filtrate was concentrated under reduced pressure. The resulting residue was purified by aminopropyl-coated silica gel (Chromatorex NH-type; Fuji Silysia Chemical Ltd.) column chromatography (eluent; dichloromethane:ethyl acetate=30:1, then dichloromethane_methanol=50:1) to give 442 mg (yield; 84.4%) of 2-(6-chloro-3-pyridyl)methyl-1,4,5,6-tetrahydropyrimidine as crystalline. This product was dissolved in methanol and to this solution was added 245 mg (2.11 mmol) of fumaric acid, and the mixture was concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,197376-47-9, its application will become more common.

Reference:
Patent; Imoto, Masahiro; Iwanami, Tatsuya; Akabane, Minako; Tani, Yoshihiro; US2003/100769; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20511-15-3 ,Some common heterocyclic compound, 20511-15-3, molecular formula is C5H5ClN2, 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.

A 48% aqueous tetrafluoroboric acid solution (10 ml) was added to a solution of 4-chloropyridin-3-amine (1.29 g, 10.0 mmol) in ethanol (10 ml) at 0C. A solution of sodium nitrite (725 mg, 10.5 mmol) in water (10 ml) was added to the resultant mixed solution at the same temperature, and it was stirred at the same temperature for 30 minutes. The precipitate was collected by filtration and washed with ethanol, and the resultant brown solid (1.94 g) was then dissolved in acetonitrile (10 ml). A mixed solution of sodium cyanide (980 mg, 20.0 mmol) and copper(I) cyanide (896 mg, 10.0 mmol) in water (10 ml) and acetonitrile (1 ml) was added to the resultant solution at 0C, and it was stirred while gradually warming to room temperature for 10 hours. The reaction mixture was cooled to 0C, after which a saturated aqueous solution of sodium bicarbonate was added, and it was stirred for five minutes. The resultant solution was extracted with ethyl acetate, and the organic layer was then washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, followed by concentration under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to yield the title compound (605 mg, 44%) as a pale yellow solid. 1H-NMR (300 MHz, CDCl3) delta: 8.87 (1H, s), 8.72 (1H, d, J = 3.9 Hz), 7.51 (1H, d, J = 3.9 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20511-15-3, its application will become more common.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; MURATA, Takeshi; KAWADA, Hatsuo; NIIZUMA, Satoshi; HARA, Sousuke; HADA, Kihito; SHIMADA, Hideaki; TANAKA, Hiroshi; MIO, Toshiyuki; EP2842946; (2015); A1;,
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. 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-2-methoxyisonicotinaldehyde

General procedure: In a round-bottom flask, to aldehyde (1.0 mmol) in DMF(1 mL) was added sulfinamide (2 or 2a) (1.5 mmol) followed by DBU (1.5 mmol). The solution was allowed to stirat room temperature for 2-10 h. The progress of the reaction was monitored by TLC. After complete conversion, the reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated. The crude product was subjected to column chromatography on silica gel (eluent:petroleum ether/ethyl acetate = 80:20) to provide the corresponding N-sulfinyl imines.

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, 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde.

Reference:
Article; Ramaiah, Manjunatha M; Shubha, Priya Babu; Prabhala, Pavan Kumar; Shivananju, Nanjunda Swamy; Journal of Chemical Research; vol. 44; 1-2; (2020); p. 72 – 79;,
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. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-4-chloro-2-methoxypyridine

An eighth exemplary Intermediate D, Intermediate D-8, may be used to synthesize compounds of formula I, wherein R1 is heteroaryl substituted with two R4 substituents. To a solution of //-butyllithium (2.50 M, 1.80 mL, 1.00 equiv) was added dropwise over one min to i- PrMgCl (2.00 M, 1.12 mL, 0.500 equiv) in THF (12 mL) at 0 C under a nitrogen atmosphere. The mixture was stirred at 0 C for 5 min followed by the addition of 5-bromo-4-chloro-2- methoxy-pyridine (1.00 g, 4.50 mmol, 1.00 equiv) after which the mixture was stirred at 0 C for 45 min. To this solution was added 2-isopropoxy-4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolane (836 mg, 4.50 mmol, 917 uL, 1.00 equiv) and the mixture stirred for an additional 15 min prior to stirring at 20 C for 3 h. The reaction mixture was quenched by the addition of satd aq ammonium chloride (20.0 mL) at 20 C and was extracted with ethyl acetate (20.0 mL x 3). The combined organic layers were washed with brine (10.0 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 4-chloro-2-methoxy-5-(4, 4, 5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl)pyridine (1.00 g, 3.71 mmol, 82.5% yield) as a gray solid, which used for the next step without further purification. 1H NMR (400 MHz, CDCl3) d = 8.47 (s, 1H), 6.77 (s, 1H), 3.97 (s, 3H), 1.38 (s, 12H).

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, 851607-27-7, 5-Bromo-4-chloro-2-methoxypyridine.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); 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. 120422-90-4, name is 4,6-Dichloro-3-methyl-1H-pyrazolo[4,3-c]pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

A mixture of Intermediate 4 (33 mg, 0.163 mmol) and cyclohexylamine (19 muIota, 0.163 mmol) in n-butanol (1 ml) was stirred at rt overnight, monitoring the reaction by LC/MS. The mixture was heated to 100C overnight and more cyclohexylamine (57 muIota, 0.499 mmol) was added and stirring was continued at 100C overnight. The mixture was then diluted with ethyl acetate and washed with water and brine. The organic phase was dried and concentrated. The residue was purified by flash column chromatography on silica gel eluting with 2:1 petrol-ethyl acetate to give an off-white coloured solid (10 mg, 23%). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.13 – 1.25 (m, 1 H), 1.28 – 1.47 (m, 4 H), 1.58 – 1.66 (m, 1 H), 1.69 – 1.79 (m, 2 H), 1.90 – 1.97 (m, 2 H), 2.56 (s, 3 H), 3.91 – 4.01 (m, 1 H), 5.85 (d, J=7.8 Hz, 1 H), 6.56 (s, 1 H). m/z (ES+APCI)+ : 265/267 [M+H]+

The synthetic route of 120422-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; CHAN, Brayn; ESTRADA, Anthony; SWEENEY, Zachary; MCIVER, Edward Giles; WO2011/141756; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59290-81-2, Adding some certain compound to certain chemical reactions, such as: 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid,molecular formula is C7H6N2O4, 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 59290-81-2.

Compound D5 (208g, 1.15mol) was dissolved in t-butanol (2.1L), and thereto were added DPPA (37OmL) and TEA (223mL). The mixture was heated under reflux overnight, quenched by the addition of brine (10OmL). The resulting mixture was extracted by EA (1.0L) for three times. The combined organic phase was washed with brine (10OmL), dried over anhydrous MgSO4 and concentrated under vacuo. The residue was purified by column chromatography (EA : PE=I :2) to provide compound D6 (1 14.5g, 40% yield) as yellow solid. IH NMR (CDC13, 300MHz): delta=l .54 (s, 9H), 2.60 (s, 3H), 6.53 (s, IH), 8.98-8.99 (d, IH), 9.09-9.10 (d, IH). LC-MS [M+l] +: 252.0.

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. 59290-81-2, 2-Methyl-5-nitro-3-pyridinecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; XCOVERY, INC.; WO2008/88881; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13958-93-5 ,Some common heterocyclic compound, 13958-93-5, molecular formula is C6H3Cl2NO2, 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 8 difluorocyclobutanecarboxamide.2HCI; 3,5-Dichloroiso?icotinic acid (84mg, 0.4mmol), the compound of Preparation 42 (150mg, 0.3mmol), 3- (diethoxyphosphoryloxy)-1 ,2,3-benzotriazin-4(3H)-one (132mg, 0.4mmol) and triethylamine (0.16mL, 1.2mmol) were dissolved in dichloromethane and stirred at room temperature for 24hours. The reaction was quenched by the addition of saturated sodium hydrogen carbonate solution and extracted using dichloromethane. The combined organic extracts were concentrated in vacuo to give the crude product. The crude mixture was purified by column chromatography on silica gel using dichloromethane-.methanol EPO (100:0 to 90:10) as eluent. The resulting product was then dissolved in dichloromethane (5mL) and treated with 2M hydrochloric acid in diethyl ether (5mL), the solvents were removed in vacuo to give 43mg of title compound as a white solid.1H NMR (400MHz CDCI3) delta 0.95 (3H, s), 1.20-1.85 (9H, m), 1.85-2.00 (1 H, m), 2.05-2.30 (2H, m), 2.45(1 H, bs), 2.70-3.10 (6H, m), 3.25-3.50 (2H, m), 4.05-4.20 (1H, m), 4.40-4.65 (2H, m), 7.10-7.40 (5H1 m),8.50 (2H, bs).LRMS: m/z APCI+579[MH+]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13958-93-5, its application will become more common.

Reference:
Patent; PFIZER LIMITED; WO2006/77499; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59942-87-9 ,Some common heterocyclic compound, 59942-87-9, molecular formula is C7H6N2O, 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 13: Synthesis of 4-(2-(pyrazolo[1 ,5-a]pyridin-2-yloxy)ethyl)morpholine To a solution of pyrazolo[1 ,5-a]pyridin-2-ol (120 mg, 0.89 mmol) in 4 ml_ of anhydrous DMF, were added K2C03 (270 mg, 1 .95 mmol), 4-(2-chloroethyl)morpholine hydrochloride (183 mg, 0.98 mmol) and Nal (134 mg, 0.89 mmol) and the mixture heated to 80 5C for 18 h under nitrogen. The solvent was evaporated under reduced pressure and the residue poured into a mixture of EtOAc and water, to afford after drying and evaporation of organic layers, 1 12 mg of an oil that was purified by silica gel flash chromatography with EtOAc/MeOH (9:1 ) as eluent to afford 57 mg of 4-(2- (pyrazolo[1 ,5-a]pyridin-2-yloxy)ethyl)morpholine. 40 mg (0.43 mmol) of anhydrous oxalic acid in 0.5 ml_ of acetone were added to a solution of 98 mg of 4-(2- (pyrazolo[1 ,5-a]pyridin-2-yloxy)ethyl)morpholine base oil in 0.5 ml_ of acetone. The solid is filtered and washed with diethyl ether to give 133 mg (90%). 1 H NMR (DMSO) delta ppm: 8.46 (d, J = 6.9 Hz, 1 H), 7.46 (d, J = 8.9 Hz, 1 H), 7.26 – 7.09 (m, 1 H), 6.74 (td, J = 6.9, 1 .4 Hz, 1 H), 6.00 (s, 1 H), 4.41 (t, J = 5.3 Hz, 2H), 3.74 – 3.60 (m, 4H), 3.07 (t, J = 5.2 Hz, 2H), 2.92 – 2.66 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59942-87-9, its application will become more common.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ FERNANDEZ, Jose Luis; CUBERES ALTISENT, Mª Rosa; WO2013/124341; (2013); 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. 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, the common compound, a new synthetic route is introduced below. SDS of cas: 1026796-81-5

Step 2: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide To a mixture of N-(4-bromopyridin-2-yl)acetamide (17.2 g, 80 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (26.4 g, 104 mmol), Pd(dppf)Cl2 (11.7 g, 16 mmol) and KOAc (23.6 g, 240 mmol) under an atmosphere of nitrogen was added anhydrous DMF (1500 mL). The mixture was allowed to stir at 80 C. for 3.5 h. The solvent was removed and the residue was diluted with EtOAc (1000 mL). Activated carbon (100 g) was added. The slurry was heated at reflux for 5 min and then filtered. The organic solution was concentrated and the residue was recrystallized from EtOAc to give N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]acetamide (6.1 g, 29%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 1.29 (s, 12H), 2.09 (s, 3H), 7.24 (dd, J=6.0, 1.2 Hz, 1H), 8.30-8.33 (m, 2H), 10.47 (br s, 1H).

The synthetic route of 1026796-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALLS, INC.; BHARATHAN, INDU T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CILLIS, Courtney A.; D’AMORE, Natalie; FLE,OMG, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Kirsta E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen g.; VOS, Tricia J.; XU, He; YE, Yingchun; (48 pag.)US2016/333007; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 134363-45-4, 2-(Pyridin-3-yl)benzoic acid, 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: C12H9NO2, blongs to pyridine-derivatives compound. HPLC of Formula: C12H9NO2

To a solution of 4-(4-Amino-2-fluoro-phenyl)-piperazine-1 -carboxylic acid te/t-butyl ester (1.00 g, 3.4 mmol) and 2-pyhd-3-yl benzoic acid (0.70 g, 3.7 mmol) in DMF (10 ml_) was added HATU (1.42 g, 3.7 mmol) and diisopropylamine (0.65 ml_, 3.7 mmol). After stirring at room tempertaure for 18 h, the reaction mixture was diluted with EtOAc (100 ml_) and washed with H2O (4×50 ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure. Chromatography of the resulting residue (SiO2: EtOAc:Hex) yielded 4-[2-fluoro-4-(2-pyridin-3-yl- benzoylamino)-phenyl]-piperazine-1 -carboxylic acid te/t-butyl ester which was further dissolved in MeOH (20 ml_) and 4N HCI in dioxanes. After stirring for 5 h, the reaction mixture was concentrated down, neutralized with 1 N NaOH, and extracted with EtOAc (3x75ml_). The organic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure to yield the title compound.MS: mass calcd. for C22H21FN4O, 376.17; m/z found, 378.4 [M+H]+

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2009/6185; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem