Day: March 24, 2022

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. 10167-97-2, name is 2-Amino-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 10167-97-2

(a) 2-Amino-5-methoxypyridine (14.8 g, prepared by the method of J.G. Lombardino, J. Med. Chem. , 1981, 24 , 39) was dissolved in 60% hydrobromic acid (150 ml) and to the cooled (-10) stirred solution bromine (47.47 g) was added dropwise. To the resulting yellow suspension was added, dropwise, sodium nitrite (20.53 g) in water (40 ml), keeping the temperature below -5. The mixture was stirred to room temperature, and after 0.5 hour cooled to 0, and a solution of sodium hydroxide (120 g) in water (100 ml) was slowly added. The mixture was thoroughly extracted with ether, the combined ether extracts dried with anhydrous sodium sulphate, and evaporated. The residue was chromatographed on silica gel (150 g). Elution with dichloromethane gave a yellow oil (14.1 g, 63%) which was combined with a smaller batch (3.4 g) and distilled under reduced pressure to give 2-bromo-5-methoxypyridine (16.4 g). b.p. 76-78/0.6 torr.

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, 10167-97-2, 2-Amino-5-methoxypyridine.

Reference:
Patent; SMITH KLINE & FRENCH LABORATORIES, LIMITED; EP188351; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55404-31-4, 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 55404-31-4 as follows.

Example 1Synthesis of 3-bromo-4-methylpyridin-2(1H)-oneTo a resealable pressure vessel charged with 3-bromo-2-chloro-4-picoline (1.200 g, 5.81 mmol) was added formic acid (13.1 ml, 348 mmol) and H2O (4.00 ml,.222 mmol). The tube was sealed and the solution heated to 1200C. After 72 hrs, the solution was cooled to RT and concentrated in vacuo. The residue was purified by reverse phase chromatography (neutral) to afford 3-bromo-4-methylpyridin- 2(1H)-one as a white solid. MH+ = 188.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55404-31-4, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2008/8493; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 184416-84-0, 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 184416-84-0, name is 2,3-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(2,3-Dichloropyridin-4-yl)methanol (0355) A mixture of 2,3-dichloroisonicotinic acid (19.2 g, 10 mmol) in BH3/THF (1 M, 300 mL) was stirred at 60 C. for 3 h. After cooling to RT, MeOH (100 mL) was slowly added, then the reaction mixture was concentrated and diluted with H2O (100 mL) and extracted with EtOAc (200 mL×3). The organic layer was separated and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give the crude title compound (15.4 g, yield 87%) as a yellow solid which was used directly without further purification. (0356) MS (ES+) C6H5Cl2NO requires: 177, found: 178 [M+H]+.

According to the analysis of related databases, 184416-84-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Board of Regents, The University of Texas System; JONES, Philip; CZAKO, Barbara; CROSS, Jason; LEONARD, Paul; MSEEH, Faika; PARKER, Connor Austin; (136 pag.)US2017/342078; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 628691-93-0, Adding some certain compound to certain chemical reactions, such as: 628691-93-0, name is 2-Chloro-3-fluoroisonicotinic acid,molecular formula is C6H3ClFNO2, 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 628691-93-0.

In a 500 mL one necked round bottom flask 2-chloro-3-fluoroisonicotinic acid (25.0 g, 142 mmol) was dissolved in thionyl chloride (300 mL). DMF (1 mL) was added to the solution and the mixture was heated to reflux for 2 hours. The solution was concentrated in vacuo resulting in a pale yellow oil. The oil was added to CH2C12 (130 mL) and cooled to 0C. MeOH (18.3 g, 570 mmol) was added drop wise to the solution. After addition the solution was allowed to warm to room temperature and stirred for 16 hours. The solution was cooled to 0C and saturated NaHC03 was added. The pH went to about 7. The organic layer was washed with water (2 X 100 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to give methyl 2-chloro-3-fluoro-pyridine-4-carboxylate (24.8 g) as a pale brown solid. In a 500 mL one necked round bottom flask, to a solution of methyl 2-chloro-3-fluoro-pyridine- 4-carboxylate (24.8 g, 131 mmol) in DMF (250 mL) was added potassium vinyltrifluoroborate (26.3 g, 196 mmol), potassium carbonate (21.7 g, 157 mmol) and (0687) tetrakis(triphenylphosphine)palladium(0) (9.07 g, 7.85 mmol). The mixture was stirred at reflux for 16 hours. The reaction mixture was filtered and the filtrate was dissolved in CH2C12 (100 mL) and washed with water (3 X 200 mL), brine, dried over Na2S04 and filtered. The filtrate was concentrated to give the crude product. This crude was combined with a second identical batch and purified on silica gel (EtO Ac/petroleum ether 0% – 20%) resulting in methyl 3-fluoro- 2-vinyl-pyridine-4-carboxylate (16 g) as a brown oil.

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. 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1018505-59-3, 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.

Nitrogen was bubbled into a solution of compound 91 (65 mg, 0.3 mmol, 1 eq), Compound 14 (100 mg, 0.3 mmol, 1 eq; see Example 1), Pd2(dba)3 (27 mg, 0.03 mmol, 0.1 eq), Xantphos (36.3 mg, 0.063 mmol, 0.21 eq) and Cs2C03(195 mg, 0.6 mmol, 2 eq) in dioxane (28 mL) for 5 min. And then the mixture was stirred at 110 C for 2h. After completion, the mixture was cooled down to rt, diluted with DCM (50 mL) and filtered through Celite, rinsed with DCM (20 mL), dried over sodium sulfate, concentrated and purified by pre-HPLC to give the desired product (17 mg, 7%) as a white solid. NMR (300 MHz, CDC ): delta 8.41-8.40 (m, 1 H), 8.31 (d, J= 9 Hz, 1 H), 8.09-8.06 (m, 3 H), 7.82 (d, J= 11.7 Hz, 1 H), 7.38-7.34 (m, 1 H), 3.28-3.26 (m, 4 H), 3.19-3.14 (m, 2 H), 2.76-2.74 (m, 4 H), 2.63- 2.58 (m, 4 H), 1.74 (s, 6 H), 1.26-1.20 (m, 3 H). LCMS: (M+H)+ = 504.8. HPLC: 96.3%.

The chemical industry reduces the impact on the environment during synthesis 1018505-59-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2369-19-9, Adding some certain compound to certain chemical reactions, such as: 2369-19-9, name is 2-Fluoro-5-methylpyridine,molecular formula is C6H6FN, 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 2369-19-9.

(a) 26.5 mL of n-butyllithium (1.57 mol/L hexane solution) was dropwise added at -78C to a solution having 4.02 g (39.8 mmol) of diisopropylamine dissolved in 70 mL of tetrahydrofuran, followed by stirring for 30 minutes. To this solution, a solution having 4.42 g (39.8 mmol) of 2-fluoro-5-methylpyridine dissolved in 18 mL of tetrahydrofuran was added, followed by stirring for 4 hours. Then, a solution having 10.1 g (39.8 mmol) of iodine dissolved in 27 mL of tetrahydrofuran was added, followed by stirring for 2 hours. 16 mL of water and 120 mL of an aqueous sodium thiosulfate solution were added, and extraction with ethyl ether was carried out. Then, the organic layer was dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain 3.15 g (yield: 33%) of 2-fluoro-3-iodo-5-methylpyridine.1H-NMR(CDCl3, 400 MHz) : delta (ppm) = 2.27(s, 3H), 7.95(m, 2H)

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. 2369-19-9, 2-Fluoro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1559320; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60753-14-2 , The common heterocyclic compound, 60753-14-2, name is 4-(Pyridin-3-yl)butan-1-ol, molecular formula is C9H13NO, 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.

D. 3-[4-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-butyl]-pyridine (I, Q=3-pyridyl, Y=1,4-butylene, R1,R2 =3,5-dimethyl, R3 =5-trifluoromethyl-1,2,4-oxadiazol-3-yl) To a suspension of 0.44 g (1.8 mmol) of 4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenol, 0.25 g (1.66 mmol) of 3-(4-hydroxybutyl)-pyridine, and 0.52 g (1.99 mmol) of triphenylphosphine in 30 ml of methylene chloride under nitrogen at 0 C. was added dropwise a solution of 0.35 g (1.97 mmol of DEAD in methylene chloride, and the resulting mixture was allowed to warm to room temperature. After adding 70 mg of triphenylphosphine, the mixture was stirred at room temperature for 2 days. The solution was concentrated in vacuo and the residue was purifed by MPLC (26 id Kieselgel 60 column; hexane/ethyl acetate 3:1) to yield 0.56 g (86.1%) of 3-[4-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-butyl]-pyridine, as a pale yellow oil.

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi, S.A.; US5618821; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 111042-89-8, Adding some certain compound to certain chemical reactions, such as: 111042-89-8, name is Methyl 3-aminothieno[2,3-b]pyridine-2-carboxylate,molecular formula is C9H8N2O2S, 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 111042-89-8.

EXAMPLE 1 3-(1-Piperazinyl)thieno[2,3-b]pyridine maleate A mixture of 3-aminothieno[2,3-b]pyridine-2-carboxylic acid methyl ester (8.00 g), piperazine (6.70 g), and N-methyl-2-pyrrolidinone (80 ml) was heated to 145 C. for 3 hr, under a nitrogen atmosphere. The solution was allowed to cool, diluted with water (400 ml), and extracted with ethyl acetate. The combined extracts were washed with water and brine dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give 4.94 g (86.0%) of residual thieno[2,3-b]pyridine-3-amine.

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. 111042-89-8, Methyl 3-aminothieno[2,3-b]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5272148; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, 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, Quality Control of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, blongs to pyridine-derivatives compound. Quality Control of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol

(R)-5-Bromo-2-[3-(2,6-dichloro-4-methyl-phenoxy)-pyrrolidin-1-yl]-pyridine ADDP (11.7 g, 45.4 mmol) was added to a sol. of compound G1 (8.82 g, 36.3 mmol) and 2,6-dichloro-p-cresol (7.37 g, 40.0 mmol) in toluene (200 mL). The mixture was degassed with nitrogen for 5 min, and PBu3 (85%, 15.8 mL, 46.2 mmol) was added. The mixture was heated rapidly to 100 C., and stirred at this temperature for 2 h. The mixture was allowed to cool to rt, and was diluted with heptane (200 mL). The mixture was filtered, and the filtrate was evaporated under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:7) yielded a crude title compound that was diluted with CH2Cl2. This mixture was washed with aq. 1M NaOH. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the pure title compound (13.5 g, 93%). LC-MS: tR=0.92 min; ES+: 402.98.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1796-84-5 ,Some common heterocyclic compound, 1796-84-5, molecular formula is C7H8N2O3, 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 1: 3-nitro-4-[2-(piperazine-1-yl)ethyl]aminopyridine. A mixture of 1-(2-aminoethyl)piperazine and 4-ethoxy-3-nitropyridine in CH3 CN was heated at reflux for 40 hours. The reaction mixture was cooled to ambient temperature and concentrated to give 3-nitro-4-[2-(piperazine-1-yl)ethyl]aminopyridine which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1796-84-5, its application will become more common.

Reference:
Patent; Abbott Laboratories; US5654305; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem