Pyridine-derivatives

Electric Literature of 169205-95-2, 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. 169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, 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.

Step 3: Preparation of 2-morpholinooxazolo[4,5-b]pyridine To a solution of 2-(methylthio)oxazolo[4,5-b]pyridine (2.0g, 12.12 mmol) in THF (5mL) was added morpholine (5mL) and heated at 75 C overnight. The solvent was distilled off to afford the title compound (2.0g, 83.3%). 1HNMR (DMSO-d6, 300MHz): delta 8.20-8.10 (d, 1H), 7.80-7.70 (d, 1H), 7.15-7.00 (m, 1H), 3.75- 3.72 (m, 4H), 3.63-3.52 (m, 4H). LCMS: m/z: 206.5 (M+l) +.

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 169205-95-2, 2-(Methylthio)oxazolo[4,5-b]pyridine.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; GUMMADI, Venkateshwar, Rao; SAMAJDAR, Susanta; WO2015/104688; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62150-46-3 ,Some common heterocyclic compound, 62150-46-3, molecular formula is C6H5BrN2O, 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.

(ii) (S)-tert- uty l-(2-(4-(2-carbamoylpyridin-4-yl)phcyanoethylcarbamoyl)cyclohexylcarbamateA solution of (S)-tert-butyl l-(l-cyano-2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate (Example 23 step (i),569 mg), potassium acetate (225 mg) and 4-bromopicolinamide (230 mg) in mixture of acetonitrile (15 mL) and water (5 mL), was stirred under an atmosphere of nitrogen. 1,1¾z5(di-fert-butylphosphino)ferrocene palladium dichloride (22 mg) was added and the mixture heated at 90 C for 4h. The reaction mixture was concentrated to dryness and the residue purified on silica gel using ethyl acetate as eluant. Pure fractions were evaporated to dryness to afford the sub-titled compound (90 mg). m/e (APCI+) 490 [M-H]

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. 62150-46-3, 4-Bromopicolinamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; FORD, Rhonan; KINCHIN, Elizabeth; MATHER, Andrew; METE, Antonio; MILLICHIP, Ian; STANIER, Andrew Geoffrey; WO2011/154677; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58088-57-6 , The common heterocyclic compound, 58088-57-6, name is Phenyl(pyridin-4-yl)methanamine, molecular formula is C12H12N2, 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.

Step B: Following General Procedure 5-D and using 4-pyridyl-alpha-benzyl amine, the title compound was prepared.

The synthetic route of 58088-57-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Athena Neurosciences, Inc.; Eli Lilly Company; US6506782; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63071-12-5, 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.63071-12-5, name is (6-Methoxypyridin-2-yl)methanol, molecular formula is C7H9NO2, molecular weight is 139.15, as common compound, the synthetic route is as follows.

[0529] Synthesis of 2-(chlorometh -6-methoxypyridine: [0530] To a stirred solution of (6-methoxypyridin-2-yl)methanol (0.7 g 5.03 mmol) in CH2CI2 (20 mL) was added SOCl2 (2 mL) at 0 C under inert atmosphere. The resultant reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water and saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography to afford 2-(chloromethyl)-6-methoxypyridine (180 mg, 24%) as a liquid. 1H-NMR (DMSO d6, 500 MHz): delta 7.72 (t, 1H), 7.12 (d, 1H), 6.87 (d, 1H), 4.64 (s, 2H), 3.82 (s, 3H); LC-MS: 98.62%; 158.0 (M++l); (column; X- select C-18, (50×3.0 mm, 3.5mu); RT 4.12 min. 5mM NH4OAc in water: ACN; 0.50 ml/min); TLC: 10% EtOAc/Hexane (Rf: 0.6).

Statistics shows that 63071-12-5 is playing an increasingly important role. we look forward to future research findings about (6-Methoxypyridin-2-yl)methanol.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 41288-96-4, Adding some certain compound to certain chemical reactions, such as: 41288-96-4, name is 2-Chloro-5-hydroxypyridine,molecular formula is C5H4ClNO, 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 41288-96-4.

To a stirred solution of 6-chloropyridin-3-ol (3.0 g, 23.2 mmol) in N,N-dimethylformamide (30 mL) was added iodoethane (4.33 g, 27.8 mmol, 2.22 mL), and potassium carbonate (9.60 g, 69.6 mmol) at 0C. The reaction was warmed and stirred at 40 00 for 2 h. The reaction mixture was quenched by addition of water (30 mL) then the mixture was extracted with ethyl acetate (60 mL x 3). The combined organicphases were washed with saturated aqueous sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give 2-chloro-5-ethoxypyridine (3.30 g, 20.9 mmol, 90 %) as a yellow solid. 1H NMR (400 MHz, ODd3) O 7.97(d, J2.9 Hz, 1H), 7.17- 7.07(m, 2H), 3.99 (q, J7.0 Hz, 2H), 1 .36 (t, J7.0 Hz, 3H).

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. 41288-96-4, 2-Chloro-5-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YUMANITY THERAPEUTICS; LUCAS, Matthew; LE BOURDONNEC, Bertrand; WRONA, Iwona; PANDYA, Bhaumik; TIVITMAHAISOON, Parcharee; OZBOYA, Kerem; VINCENT, Benjamin; TARDIFF, Daniel; PIOTROWSKI, Jeff; SOLIS, Eric; SCANNEVIN, Robert; CHUNG, Chee-Yeun; ARON, Rebecca; RHODES, Kenneth; (489 pag.)WO2018/81167; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 65515-39-1 , The common heterocyclic compound, 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile, molecular formula is C9H10N2O, 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.

2-methoxy-4,6-dimethyl-nicotinonitrile (1.0 g, 6.166 mmol) was disolved in 30 mL of anhydrous methylene chloride and then added with 6 mL of trifluoro acetic acid and N-iodosuccinimide (2.2 g, 9.248 mmol) in this order while stirring at 0 C under the nitrogen atmosphere and then stirred again at room temperature for about 4 hours. The mixture was added with 60 mL of a saturated solution of sodium carbonate and 60 mL of a saturated solution of Na2S203 and then extracted twice with 80 mL of methylene chloride. The resulting organic layer was dried with anhydrous sodium sulfate, and filtered. A silica gel column chromatography (5% EtOAc/Hexanes) was performed on the resulting residue and 1.67 g (94%) of 5-iodo- 2-methoxy-4,6-dimethyl-nicotinonitrile was obtained in white solid. 1H NMR (300 MHz, CDC13) 5 2.64 (s, 3H), 2.75 (s, 3H), 4.01 (s, 3H).

The synthetic route of 65515-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SK CHEMICALS, CO., LTD.; WO2005/63768; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1018505-59-3, name is 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine, molecular formula is C11H18N4, molecular weight is 206.2874, as common compound, the synthetic route is as follows.SDS of cas: 1018505-59-3

4-(2-Chloro-3-fluoro-pyrazinylamino)-2-pyrimidinecarboxylic acid (1.35 g, 1.2 eq),5-(4-Ethyl-piperazin-1-yl)-piperidin-2-amino (0.81 g, 1 eq) and triethylamine (500 muL)In DMF (15 mL) followed by HBTU (1.51 g, 1.5 eq).The mixture was stirred at room temperature for 16 hours.Then EtOAc (50 mL) and saturated NaHCO3 (15 mL)The layers were separated and the aqueous layer was extracted with EtOAc EtOAcThe combined organic layers were dried (MgSO4), filtered and evaporated.The residue was purified by column chromatography.1.42 g of the target compound 2 was obtained as a white solid(yield: 62%),Its nuclear magnetic resonance spectrum data is as follows:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1018505-59-3, 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangxi Runze Pharmaceutical Co., Ltd.; Liao Niansheng; Hu Xiande; Zhou Liming; Sui Guilan; (22 pag.)CN109568256; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 98121-41-6, name is 3-Amino-5,6-dichloropyridine, molecular formula is C5H4Cl2N2, 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. Recommanded Product: 98121-41-6

EXAMPLE 2D 5-bromo-2,3-dichloropyridine A 5 L flask with mechanical stirrer, thermocouple, and addition funnel was charged with the product of Example 2C (70 g, 429 mmol) and 48% HBraq (240 mL). The suspension was maintained at 0-5 C. as a solution of NaNO2 (32.0g, 464 mmol) in water (100 mL) was added dropwise over 1 hour. Additional water (200 mL) was added and the mixture was stirred for 10 minutes at 0-5 C. The mixture was treated with CuBr (32.6 g, 227 mmol) in portions over 20 minutes followed by additional water to maintain a fluid reaction mixture. The mixture was allowed to warm to room temperature and diluted with water. The mixture was distilled at ambient pressure, until the distillate ran clear (1.5 L collected). The distillate was extracted with EtOAc (3*500 mL) and the combined extracts were washed with brine (100 mL), dried (MgSO4), and concentrated to provide 5-bromo-2,3-dichloropyridine as a solid. 1H NMR (CDCl3, 300 MHz) delta 7.94 (d, J=3 Hz, 1 H), 8.38 (d, J=3 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 98121-41-6.

Reference:
Patent; Buckley, Michael J.; Ji, Jianguo; US2004/242641; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14916-65-5, 6-Nitropyridin-3-amine, 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: 14916-65-5, blongs to pyridine-derivatives compound. SDS of cas: 14916-65-5

Dichloromethane 10 ml, 2-nitro 5-aminopyridine (200 mg, 1.4 mmol) starting material 1 and ethyl 4-bromo-2-oxo-butyrate (280 ml, 1.4 mmol) were added to a 50 ml reaction flask at room temperature. The magnetic stirring reaction was performed for 1 to 2 hours, and the solvent was concentrated under reduced pressure. The residue was dissolved with 10 ml of ethanol and specifically ethanol, and the mixture was heated under reflux for 3 h. The reaction was completely checked by TLC.The reaction solution was allowed to cool to room temperature and concentrated under reduced pressure to remove the ethanol.The residue was washed with saturated sodium hydrogencarbonate solution and the aqueous layer was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate overnight, suction filtered and concentrated, and the residue was separated using silica gel column chromatography to give Intermediate 2 as a yellow solid.MS calculated 235, found 236 [M+l].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14916-65-5, 6-Nitropyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Wuxi Fuqi Pharmaceutical Co., Ltd.; Wang Tao; Wang Binbin; Wang Qinglin; Sun Yilin; You Benjia; Cao Na; (9 pag.)CN107573364; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1256808-59-9 ,Some common heterocyclic compound, 1256808-59-9, molecular formula is C7H6FNO2, 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.

To a solution of 5-fluoro-3-methylpicolinic acid (40.0 mg, 258 mumol, Eq: 1.2) in methanol (3.00 ml) was added at 0 C 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) (83.3 mg, 301 mumol, Eq: 1.4), the colorless solution was stirred at 0 C for 30 min, then a solution of (3R,4aS)-3-(5-amino-2-fluoro-phenyl)-3-methyl-4a-oxo-3,4,6,7,8,9-hexahydro-4alambda6-thia-2,5,9a-triaza-benzocyclohepten-1-ylamine (70 mg, 215 mumol, Eq: 1.00) in methanol (5.00 ml) was added dropwise via syringe and the reaction mixture was stirred at 23 C for 4 h. Extracted with ethyl acetate and sat. NaHCO3-sol. plus brine, dried organic layer over Na2SO4. Filtration and removal of the solvent in vacuum left a brown foam which was purified by flash chromatography (NH2-silica gel, 20 g, 0% to 100% EtOAc in heptane) to give the 5-fluoro-3-methyl-pyridine-2-carboxylic acid [3-((3R,4aS)-1-amino-3-methyl-4a-oxo-3,4,6,7,8,9-hexahydro-4alambda6-thia-2,5,9a-triaza-benzocyclohepten-3-yl)-4-fluoro-phenyl]-amide (29 mg, 62.7 mumol, 29.1 % yield) as a white solid. MS (ISP): m/z = 463.2 [(M+H)+]

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. 1256808-59-9, 5-Fluoro-3-methylpicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; PETERS, Jens-Uwe; OBST SANDER, Ulrike; SCHNIDER, Christian; WERMUTH, Roger; WOLTERING, Thomas; WO2015/91595; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem