Category: pyridine-derivatives

Reference of 1121-76-2, 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.1121-76-2, name is 4-Chloropyridine 1-oxide, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.

4-Chloro-2-(hydroxymethyl)pyridine : A solution of 4-CHLOROPYRIDINE ASOXIDE (5 G, 38.6 MMOL) and TRIMETHYLOXONIUM TETRAFLUOROBORATE (5.94 G, 40.1 MMOI) in CH2CL2 (115 mL) was stirred for two hours at ambient temperature. The solvent was evaporated and the residue taken up in MeOH (115 mL) and heated to near boiling. Ammonium persulfate (1.76 G, 7.72 MMOL) dissolved in H2O (7.7 mL) was added and the mixture was heated to reflux for 30 min. A second portion of ammonium persulfate (0.88 G) in H2O (3.9 mL) was added and the mixture was refluxed for another 30 min. The solvent was evaporated and the residue was partitioned between CHZCTZ and aqueous Na2CO3 (10% w/v). The organic layer was washed with H2O, dried over MgSO4 and evaporated leaving 2.4 G (43%) of the title compound. 1H NMR (CDC13) 8 8.20 (d, 1H, J=5. 0 Hz, H-6); 7.31 (s, 1H, H-3); 7.04 (d, 1H, J=5. 0 Hz, H-5); 5.46 (s, LH, OH); 4.61 (s, 2H, CH2).

Statistics shows that 1121-76-2 is playing an increasingly important role. we look forward to future research findings about 4-Chloropyridine 1-oxide.

Reference:
Patent; TRIGEN LIMITED; WO2005/12323; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75308-46-2, tert-Butyl 2,6-dichloroisonicotinate, 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: 75308-46-2, blongs to pyridine-derivatives compound. SDS of cas: 75308-46-2

To a solution of tert-butyl 2,6-dichloroisonicotinate (1 1.0 g, 44.3 mmol) in ethanol (222 mL) was added hydrazine hydrate (6.46 mL, 133 mmol). The mixture was heated 75 0C. After 18 h, the mixture was cooled to ambient temperature. The mixture was concentrate down to half of the volume. The solid crashed out was filtered off and the filtrate was concentrated to dryness: LC-MS [M+l] = 244.1.

The synthetic route of 75308-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BURGEY, Christopher, S.; DENG, Zhengwu, J.; NGUYEN, Diem, N.; PAONE, Daniel, V.; POTTEIGER, Craig, M.; STAUFFER, Shaun, R.; SEGERDELL, Carolyn; NOMLAND, Ashley; LIM, John, J.; WO2010/111058; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 148038-83-9, name is 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrN3O

General procedure: 145 (210mg, 1.41mmol) was dissolved in POCl3 (4mL) and stirred at reflux for 12h. The mixture was concentrated, and the residue was dissolved in EtOAc (30mL). The organic layer was then washed successively with saturated NaHCO3 (2×20mL), water (20mL) and brine (20mL), dried with Na2SO4 and concentrated. The crude residue was then purified by column chromatography (100% CyHex to 80% EtOAc/CyHex) to obtain the 146 as a solid (71mg, 30%).

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, 148038-83-9, 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
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Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 63071-09-0, name is 2-Hydroxymethyl-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 63071-09-0

2-Amino-4-furan-2-yl-6-(3-methyl-pyridin-2-yl-methoxy)-pyrimidine-5-carbonitrile From 2-amino-4-furan-2-yl-6-methanesulfinyl-pyrimidine-5-carbonitrile, (3-methyl-pyridin-2-yl)methanol and DBU in DME. ES-MS m/e (%): 308 (M+H+, 100).

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, 63071-09-0, 2-Hydroxymethyl-3-methylpyridine.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5350-93-6 ,Some common heterocyclic compound, 5350-93-6, 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.

Bromine (24.86 g, 155.57 mmol) was added to a solution of6-chloropyridin-3-amine (20.00 g, 155.57 mmol) and sodium acetate (25.52 g, 311.14 mmol) in acetic acid(383 ml). The reaction mixture was stirred at room temperature for 1 hour. Acetic acidwas then evaporated. The residue was dissolved in EtOAc, washed with saturatedaqueous Na2C03, water and brine. The organic layer was dried over MgS04, filteredand evaporated, yielding 32.20 g of the desired product 49-a (99.8%). m/z = 206.96 (M+ It

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5350-93-6, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; VENDEVILLE, Sandrine Marie Helene; HU, Lili; DEMIN, Samuel Dominique; Cooymans, Ludwig Paul; WO2013/186333; (2013); A1;,
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Pyridine | C5H5N – PubChem

Application of 88912-27-0, Adding some certain compound to certain chemical reactions, such as: 88912-27-0, name is 3-Chloroisonicotinic acid,molecular formula is C6H4ClNO2, 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 88912-27-0.

Reference Production Example 31A mixture of 0.60 g of 2-amino-4-(trifluoromethylthio)phenol, 0.45 g of 3- chloroisonicotinic acid, 0.71 g of WSC and 6 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 to the reaction mixture, 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 0.63 g of 3 -chloro-N- [2-hydroxy-5 -(trifluoromethylthio)pheny 1] isonicotinamide.1H-NMR (DMSO-de) delta: 10.89 (br s, IH), 10.14 (br s, IH), 8.74 (s, IH), 8.63 (d, J=4.8 Hz, IH), 8.31 (d, J=2.2 Hz, IH), 7.63 (d, J=4.8 Hz, IH), 7.39 (dd, J=8.5, 2.2 Hz, IH), 7.03 (d, J=8.5 Hz, IH)

According to the analysis of related databases, 88912-27-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/40629; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 82257-15-6, 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.82257-15-6, name is 4-Methoxypyridine-3-carboxaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.

General procedure: Method F: Synthesis of (Z)-2-(6-X-lH-indol-3-yl)-3-(4-methoxypyridin-3- yl)acrylonitrile To a solution of tert-butyl 6-X-3-(cyanomethyl)-lH-indole-l-carboxylate(l eq) in THF, was added NaH (eq). The resulting mixture was stirred 10 min at room temperature and 4-methoxynicotinaldehyde (1.3 eq) was added with one drop of DMF. The mixture was stirred at room temperature hidden from light. The reaction was quenched with aqueous NH4C1 and extracted with AcOEt, dried over Na2S04, filtrated and concentrated. The residue was dissolved with THF and NaOH 2.5 M was added. The system was stirred at room temperature hidden from light, diluted with AcOEt, dried over Na2S04, filtrated and concentrated. The residue was taken off with a minimal amount of AcOEt and filtrated to give the title compound.

Statistics shows that 82257-15-6 is playing an increasingly important role. we look forward to future research findings about 4-Methoxypyridine-3-carboxaldehyde.

Reference:
Patent; BIOKINESIS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; BOUGERET, Cecile; GUILLOU, Catherine; ROULEAU, Julien; RIVOLLIER, Julie; CARNIATO, Denis; WO2014/86964; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 766-16-5, 4-Fluoro-2-methylpyridine, 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, 766-16-5, blongs to pyridine-derivatives compound. Computed Properties of C6H6FN

INTERMEDIATE 19 4-(3 -Iodo- 1 H-p yrazol- 1 – ylV 2-methylpyridine To a stirred solution of 4-fluoro-2-methylpyridine (1 g, 9.0 mmol) and 3-iodo-lH- pyrazole (1.76 g, 9.1 mmol) in DMSO was added NaH ( 60% in oil, 0.45 g, 11.25 mmol) in portion at 0 C. The mixture was stirred at room temparature for 30 min or until bubbling ceased, then warmed to 90 C and stirred at 90 C for 4 h. The reaction mixture was cooled to room temperature, partitioned between EtOAc and water. The aqueous was extracted with EtOAc three times. The organic phases were combined, dried over Na2S04 and concentrated in vacuo to give the crude product. This was purified by flash chromatography (Isco CombiFlash, 120 g Silica gel column, 0-100% EtOAc in hexanes) to afford 4-(3-iodo-lH-pyrazol-l-yl)-2-methylpyridine. LCMS calc. = 285.98; found = 285.92 (M+H)+. NMR (500 MHz, CDC13): delta 8.57 (br s, 1 H); 7.87 (br s, 1 H); 7.56 (br s, 1 H); 7.35 (br s, 1 H); 6.71 (br s, 1 H); 2.66 (s, 3 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,766-16-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100-48-1, 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 100-48-1 as follows.

Example 3: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of Delftia species YGK-A649 As in Example 1, the Delftia species YGK-A649 (FERM BP-10389) was cultured, and thus, the bacterial cells in 200 mL of the culture were collected by centrifugation to obtain the resting bacterial cell. The resting bacterial cells were added to 100 mL of a 0.1 M potassium phosphate buffer (adjusted to pH 7.0) containing 4-substituted pyridine described in Table 2 (0.5 w/v%) respectively, and were suspended. The suspension was charged to a reaction vessel (100 mL volume) capable of shaking, aerating, controlling temperature, and controlling pH, and a reaction was carried out at 27C, and pH 7.0, while shaking and aerating. After the reaction for 44 hours, the 2-hydroxy-4-substituted pyridine was measured. The reaction products were identified by HPLC analysis and HPLC–MS. The results are shown in Table 2.One hundred mL of isopropanol was added to the resulting broth containing 0.27 g of 2-hydroxy-4-pyridinaldoxime obtained from the reaction with 4-pyridinaldoxime as a substance. After shaking for 30 minutes, the solid contents were removed by filtration. After an addition of 100 mL of water to the filtrate, the whole was concentrated under a reduced pressure, whereby isopropanol was removed to precipitate the crystals. The precipitated crystals were separated by filtration to obtain 0.20 g of crude crystals. The resulting crystals were washed by water, and then were separated by filtration to obtain 0.15 g of white crystals of 2-hydroxy-4-pyridinaldoxime (rate of isolated yield = 53%). The structure of the crystals was identified by IR analysis, proton NMR analysis and MS analysis. IR (KBr, cm-1); 3180, 3070, 2920, 1660, 1520, 1430, 1330, 1300, 1250, 1000, 900, 870, 800, 770 1H-NMR(Dimethylsulfoxide, ppm) ; 11.78 (1H, s), 11.48(1H, s), 7.95(1H, s), 7.29(1H, d), 6.40 (1.H, s), 6.40(1H, d) MS (MH+) ; 139; Example 4: Accumulating reaction of the 2-hydroxy-4-substituted pyridine using a resting bacterial cell of each bacteria As in Example 1, the Delftia species YGK-A649 (FERM BP-10389), Delftia species YGK-C217 (FERM BP-10388), or Acidovorax species YGK-A854 (FERM BP-10387) was cultured, and then each bacteria in 10 mL of the culture was collected by centrifugation to obtain the resting bacterial cells. Then each resting bacterial cells were added to 2 mL of a 0.1 M boric acid-sodium hydrate buffer (adjusted to pH7.0) containing 4-substituted pyridine described in Table 3 (0.5 w/v%) respectively, and were suspended. Then each suspension was charged to a reaction vessel (15 mL volume) and a reaction was carried out at 27C, pH7.0, while shaking. After the reaction for 44 hours, each 2-hydroxy-4-substituted pyridine was measured. The results are shown in Table 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-48-1, its application will become more common.

Reference:
Patent; YUKI GOSEI KOGYO CO., LTD.; EP1801102; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 101083-92-5, 5-Nitro-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, name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine, blongs to pyridine-derivatives compound. name: 5-Nitro-1H-pyrrolo[2,3-b]pyridine

5-nitro-1 H-pyrrolo[2,3-b]pyridine (960 mg; 5.89 mmol) and K2C03 (1 .22 g; 8.83 mmol) are dissolved in DMF (20 mL) and stirred for 30 min at rt. lodomethane (SM-5b) (554 muL; 8.83 mmol) is added dropwise and stirring is continued at rt for 18 h. The reaction mixture is poured onto ice water, the resulting precipitate is collected by filtration and dried in vacuo to give 1 -methyl-5-nitro-1 H-pyrrolo[2,3-b]pyridine (HPLC-MS: tRet. = 0.98 min; MS (M+H)+ = 178; method 1 ).

The synthetic route of 101083-92-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; STEURER, Steffen; DAHMANN, Georg; KERRES, Nina; KOEGL, Manfred; (210 pag.)WO2018/108704; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem