Pyridine-derivatives

Synthetic Route of 98273-19-9 ,Some common heterocyclic compound, 98273-19-9, molecular formula is C7H5Cl2NO2, 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 screw-cap vial was charged with methyl 4,6-dichloropicolinate (0.300 g, 1.46 mmol), potassium carbonate (0.302 g, 2.18 mmol), palladium (II) acetate (0.016 g, 0.073 mmol), XPhos (0.104 g, 0.22 mmol), morpholine (0.127 mL, 1.46 mmol), and toluene (5 mL). The yellow solution was stirred at 100 C for 18 h, filtered through Celite and coned. The crude material was purified by columnchromatography (silica, 0-50% EtOAc in hexanes) to afford (in order of elution) methyl 4-chloro-6-morpholinopicolinate and methyl 6-chloro-4-morpholino- picolinate as white amorphous solids. Isomers assigned by NOESY. Mass Spectrum (ESI) m/e = 257.0 (M + 1); 257.0 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98273-19-9, its application will become more common.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.; WO2012/3283; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 147269-67-8 , The common heterocyclic compound, 147269-67-8, name is Benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate, molecular formula is C13H12N2O3, 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 stirred solution of benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate (3.17 g, 12.96 mmol) in 1,4-dioxane (150 mL) under nitrogen atmosphere, NaH (0.5 19 g, 12.96 mmol) was added and kept stir at rt for 10 mi 2-chloro-5-fluoro-4-methylpyrimidine (1.9 g, 12.96 mmol) was added and heated in a pressure tube at 110 C for 24h. Thereaction mixture was concentrated under vacuum to remove the solvent. To the crude resiude was extracted with EtOAc (50 mL) and water (50 mL). The aq. layer was further extracted with EtOAc (3 x 5OmL) and the combined organic layer was washed with brine (50 mL), dried over sodium sulfate. The desired product benzyl (1-(5-fluoro-4- methylpyrimidin-2-yl)-2-oxo- 1 ,2-dihydropyridin-3 -yl)carbamate (300 mg, 0.820 mmol,6.32 % yield) was isolated as a brown solid by ISCO (24g silica gel, solid loading, 40-100% ethyl acetate/pet ether).

The synthetic route of 147269-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
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. 58584-86-4, name is Ethyl 2,6-dichloronicotinate, molecular formula is C8H7Cl2NO2, 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. SDS of cas: 58584-86-4

Production Example 7 1.00 g of ethyl 2,6-dichloronicotinate was dissolved in 10 mL of methylene chloride, and 1.05 g of sodium methoxide (28 wt% of methanol solution) was added thereto at room temperature. After stirring at room temperature for 2 days, the reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 511 mg of methyl 6-chloro-2-methoxynicotinate as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 58584-86-4.

Reference:
Patent; Astellas Pharma Inc.; EP2085383; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 609-70-1, 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. 609-70-1, name is 4-Hydroxynicotinic acid, molecular formula is C6H5NO3, 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 4-hydroxynicotinic acid (2.00 g, 14.4 mmol) in DMF (30 mL) is added sodium hydride (0.62 g, 55% dispersion in mineral oil, 14.2 mmol). After stirring for 10 min at room temperature, 4-cyanobenzyl bromide (2.88 g, 14.7 mmol) is added. After stirring for 2 h at room temperature, DMF (15 mL) is added and the reaction mixture is diluted with water. The formed precipitate is filtered off and dried. Yield: 2.57 g (56% of theory); ESI mass spectrum: [M+H]+=255; Retention time HPLC: 0.68 min (Z002-002).

According to the analysis of related databases, 609-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; OOST, Thorsten; FIEGEN, Dennnis; GNAMM, Christian; HANDSCHUH, Sandra; PETERS, Stefan; ROTH, Gerald Juergen; US2014/57916; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 88912-27-0 ,Some common heterocyclic compound, 88912-27-0, molecular formula is C6H4ClNO2, 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.

Reference Production Example 36A mixture of 0.50 g of 2-amino-5-chloro-4-trifluoromethylphenol, 0.36 g of 3- chloroisonicotinic acid, 0.56 g of WSC and 5 ml of pyridine was stirred while heating at 80C for three hours. The reaction mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate three times. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.46 g of 3-chloro-N-[4-chloro-2- hydroxy-5-trifluoromethylphenyl]isonicotinamide.1 H-NMR (DMSO-de) delta: 10.32 (br s, IH), 8.75 (s, IH), 8.64 (d, J=4.8 Hz, IH), 8.43 (s, 7.63 (d, J=4.8 Hz, IH), 7.13 (s, IH)

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. 88912-27-0, 3-Chloroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/40629; (2011); 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.189005-44-5, name is 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, molecular formula is C17H16N2O2, molecular weight is 280.3211, as common compound, the synthetic route is as follows.COA of Formula: C17H16N2O2

One proceeds as described in Example 2 except that methanolic hydrogen chloride is replaced by 5.0 g of p -toluene-sulfonic acid catalyst and the reaction mixture is heated to boiling for 6 hours. The crystalline product is recrystallized from acetonitrile. Thus 22.2 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained, yield 75.6 %. The product is identical in all respects with the compound prepared according to Example 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 110651-92-8, 7-Chloro-6-nitrothieno[3,2-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, Formula: C7H3ClN2O2S, blongs to pyridine-derivatives compound. Formula: C7H3ClN2O2S

A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (0.055 g, 0.26 mmol) (Example 1, Step 2), cyclohexanamine (59 muL, 0.51 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.77 mmol) in isopropyl alcohol (0.87 mL) was heated at 90 C. for 2 h. The resulting mixture was concentrated to give the desired product, which was used directly in the next step. LCMS calculated for C13H16N3O2S (M+H)+: m/z=278.1. Found: 278.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); 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 3430-17-9, name is 2-Bromo-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Bromo-3-methylpyridine

General procedure: To a 10-mL reaction vial, heteroaryl halide (1.0 mmol), boronic acid (1.2 mmol), K3PO4 (2.0 mmol), tetra-butylammonium bromide (TBAB) (0.5 mmol), and 4 (0.1 mol %) in water (3.5 mL) were added. The reaction mixture was stirred at 85 C and the reaction progress was monitored by GC-MS analysis. After completion of the reaction, it was diluted with H2O and CH2Cl2. The organic layer was separated from mixture, the dried organic layer over MgSO4, and evaporated under reduced pressure. The crude reaction product was purified using column chromatography on silica-gel to afford the corresponding product with isolated yield up to 98%.

With the rapid development of chemical substances, we look forward to future research findings about 3430-17-9.

Reference:
Article; Taher, Abu; Lee, Dong-Jin; Lee, Ik-Mo; Rahman, Md. Lutfor; Sarker, Md Shaheen; Bulletin of the Korean Chemical Society; vol. 37; 9; (2016); p. 1478 – 1485;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 77837-08-2 ,Some common heterocyclic compound, 77837-08-2, molecular formula is C12H9NO3, 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.

d2-5-(Hydroxymethyl)-1-phenylpyridine-2(1H)-one: Isobutyl chloroformate (0.45 mL, 3.49 mmol) was added to a solution of 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid (0.500 g, 2.32 mmol) and N-methylmorpholine (0.38 mL, 3.49 mmol) in tetrahydrofuran (10 mL) at -5° C. The mixture was stirred for 3 hours at the same temperature, diluted with tetrahydrofuran and filtered over a pad of Celite under argon. The filtrate containing the mixed anhydride was added dropwise to a suspension of sodium borodeuteride (0.117 g, 2.79 mmol) in tetrahydrofuran at -10° C. The reaction mixture was allowed to warm to room temperature and stirred for 16 hours, after which D2O (1 mL) was added. Standard extractive work up gave a crude residue which was purified by preparative HPLC to give the title compound as a white solid (0.290 g, 61percent). m.p. 115-120° C.; 1H NMR (400 MHz, CDCl3) delta 2.05 (br, 1H), 6.66 (d, J=9.1 Hz, 1H), 7.25-7.51 (m, 7H); IR (KBr) nu 3337, 1665, 1586, 1535, 1257 cm-1; MS 204 (M+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. 77837-08-2, 6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); 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.1594-57-6, name is N-Hydroxyisonicotinimidamide, molecular formula is C6H7N3O, molecular weight is 137.14, as common compound, the synthetic route is as follows.category: pyridine-derivatives

Example 1: 4- (3-Pyridin-4-yl- [1, 2,4] oxadiazol-5-ylmethoxy) piperidine-1-carboxylic acid tert- butyl ester A stirred solution of triethylamine (123mul, 0. 87mmol) and 4-carboxymethoxypiperidine- 1-carboxylic acid tert-butyl ester (Preparation 1,227mg, 0. 87mmo1) in toluene (10ml) was treated with isobutylchloroformate (113mul, 0. 87mmol). After 20min, activated powdered 3A molecular sieves (0.7g) andN-hydroxyisonicotinamidine (lOOmg, 0. 73mmol) were added and the mixture heated under reflux for 18h. On cooling, the mixture was filtered through celite, the solvent removed in vacuo and the residue purified by flash chromatography (IH-EtOAc, 7: 13) to afford the title compound: RT = 3. 29min ; m/z (ES+) 361.3 [M+H] + ; OH (CDC13) 1.40 (9H, s), 1.55-1. 63 (2H, m), 1.80-1. 92 (2H, m), 3.05-3. 15 (2H, m), 3.64-3. 79 (3H, m), 4.80 (2H, s), 7.90 (2H, d), 8.75 (2H, d).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1594-57-6, N-Hydroxyisonicotinimidamide, and friends who are interested can also refer to it.

Reference:
Patent; PROSIDION LIMITED; WO2005/61489; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem