Pyridine-derivatives

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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, 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. HPLC of Formula: C6H3ClF3NO

I-Chloro–trifluoromethoxy-S-trimethylsilylpyridine (47); At 0 0C, diisopropylamine (0.9 g, 1.2 mL, 8.9 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 5.7 mL, 8.9 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxy pyridine (2, 1.6 g, 8.1 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 2 h at this temperature. Chlorotrimethylsilane (1.0 g, 1.2 mL, 8.9 mmol, 1.1 eq) was then added and the mixture was allowed to reach 25 0C before being neutralized with water (20 mL) and extracted with diethylether (3 chiltheta mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was distilled under vacuum to afford pure 2-chloro-6-trifluoromethoxy-5-trimethylsilylpyridine (47, 1.5 g, 5.5 mmol, 68%) as a colorless oil; b.p. 89-93 0C / 14 mbar.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 7.6 Hz, 1 H), 7.22 (d, J = 7.6 Hz, 1 H), 0.34 (s, 9 H). – 13C NMR (CDCl3, 75 MHz): delta = 159.5, 149.8, 147.7, 147.3, 121.5, 120.4 (q, J= 260 Hz), -1.7.

With the rapid development of chemical substances, we look forward to future research findings about 1221171-70-5.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (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. 917918-84-4, name is 2-Bromo-5-fluoro-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4BrFN2O2

Example 7; Preparation of Compound J’ from Compound da; Compound da (800 g, 3.404 mol), lithium methoxide (12.9 g, 0.34 mol) and DMF (5.6 L) was charged to an inert 20 L Korzun reactor. Then DMF-dimethyl acetal c. (2.02 kg, 17.1 mol) was added. The resulting homogeneous solution was warmed to 80-85 C. and held at this temperature until HPLC analysis of the crude reaction mixture indicated that less than 0.5 relative area percent (RAP) of compound da remained. The reaction mixture was cooled to 5-10 C. Water (9 L) was charged to the reactor maintaining the temperature below 45 C. The resulting slurry was cooled to 0-5 C. and held at this temperature for 1 h. The crystals were collected via filtration. The cake was washed with deionized water (6 L) and dried at 45 C. under vacuum to give J’ as a light brown solid (890 g, 90%, HPLC AP 98.1). 1H NMR (300 MHz, d6-DMSO) delta8.02 (d, JF-H=4.2 Hz, 1H), 7.47 (dd, J=13.0 Hz, JF-H=1.7 Hz, 1H), 4.20 (d, J=13.0 Hz, 1H), 3.14 (s, 6H); 13C NMR (75 MHz, d6-DMSO): delta153.9 (d, JF-C=255 Hz), 151.6, 151.4, 141.9, 136.4 (d, JF-C=27 Hz), 131.0 (d, JF-C=15 Hz), 126.1 (d, JF-C=2 Hz), 78.8.

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, 917918-84-4, 2-Bromo-5-fluoro-4-methyl-3-nitropyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293304; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 90145-48-5 ,Some common heterocyclic compound, 90145-48-5, 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.

5-methoxybenzofuran boronic acid (1.2 mmol), 5-bromopyridine-2-carboxamide (1.0 mmol), Pd(PPh3)2Cl2 (0.024 mmol) and NEt3 (317 muL) were mixed in EtOH (10 mL) in a 20 mL microwave vial. The mixture was stirred at 140 C. for 10 min in a microwave reactor, filtered, and the precipitate was washed with water and EtOAc and dried under vacuum to afford the title compound (75 mg). 1H NMR delta ppm 9.10 (d, 1H) 8.34 (dd, 1H) 8.21 (br. s., 1H) 8.00 (d, 1H) 7.52-7.72 (m, 3H) 7.25 (d, 1H) 7.00 (dd, 1H) 3.82 (s, 3H); MS m/z 269 (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. 90145-48-5, 5-Bromopyridine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US2008/221149; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98027-36-2, 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 98027-36-2, name is 3-Amino-5-chloro-2-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

The substrate 3-amino-5-chloro-2-hydroxypyridine (464 mg, 3.21 mmol))And methyl 4-aldehyde-2-methoxybenzoate (623 mg, 3.21 mmol)Dissolved in 10mL of methanol,1 ml of acetic acid and sodium cyanoborohydride (403 mg, 6.42 mmol) were added to the reaction mixture.The reaction was refluxed overnight. Quenched with water, spun off methanol, extracted with ethyl acetate, and combined.Drying, purification by methylene chloride / methanol = 30/1 to afford compound 40A (398 g, 38% yield).

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 98027-36-2, 3-Amino-5-chloro-2-hydroxypyridine.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, molecular formula is C12H9ClN2O3, 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: 179687-79-7

2-(2-chloro-4-nitro-phenoxymethyl)-pyridine (8 g, 30.2 mmol, 1 equiv) and iron (8.44 g, 151.1 mmol, 5 equiv) were mixed in acetic acid (100 mL) and EtOAc (50 mL) and were stirred at rt overnight. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated in vacuo and neutralized with saturated Na2CO3 solution. The solution was extracted with EtOAc and the organic layer was washed with brine and concentrated in vacuo. The resulting crude material was purified by flash chromatography eluting with EtOAc/hexane (3:7) to give 3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine (3.2 g, 52%) as a white solid. 1H-NMR (CDCl3-d) delta 5.18 (s, 2H), 6.50 (dd, 1H), 6.76 (d, 1H), 6.80 (d, 1H), 7.22 (m, 1H), 7.64 (d, 1H), 7.73 (td, 1H), 8.55 (m, 1H); LCMS RT=0.89 min, [M+H]+=235.1.

With the rapid development of chemical substances, we look forward to future research findings about 179687-79-7.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/298297; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 116986-09-5, 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. 116986-09-5, name is Methyl 3-(bromomethyl)picolinate, molecular formula is C8H8BrNO2, 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 methyl 3-(bromomethyl)picolinate (6.0 g, 26.0 mmol) in CH3CN (200 mL) was added TBAF (10.2 g, 39.0 mmol) and TMSCN (5.2 g, 52.0 mmol) at 0 C. The mixture was stirred at 30 C for 16 h under N2. The solution was then diluted with DCM and washed with sat. NaC1. The organic layer was dried over Na2SO4 and concentrated in vacuum to give the crude product. This crude product was purified by column chromatography (PE:EA=5: 1–2: 1) to afford the desired product (2.3 g, 50.3%). ?H NMR (400MHz, CDC13) (ppm): 8.76 (dd, J=1.5, 4.6 Hz, 1H), 8.04 (td, J=0.8, 8.0 Hz, 1H), 7.58 (dd, J=4.6, 8.0 Hz, 1H), 4.31 (s, 2H), 4.04 (s, 3H). LCMS (mlz): 177.0 [M+H]+

According to the analysis of related databases, 116986-09-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 79055-59-7, Adding some certain compound to certain chemical reactions, such as: 79055-59-7, name is 2-Bromo-6-methylpyridin-4-amine,molecular formula is C6H7BrN2, 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 79055-59-7.

EXAMPLE 37 2-(7-Chloro-3,4-dihydro-naphthalen-2-yl)-6-methyl-pyridin-4-yl-amine fumarate Following the general method described in example 19b, the title compound was obtained as a white crystalline material by reaction of 2-bromo-6-methyl-pyridin-4-ylamine (cf example 22) with palladium tetrakis(triphenylphosphine), 7-chloro-3,4-dihydro-naphthalene-2-boronic acid (cf example 30b) and aqueous 2M K2CO3 and crystallization of the free base as the fumarate salt. Mp. 232-233 C. (MeOH), MS: m/e=271 (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. 79055-59-7, 2-Bromo-6-methylpyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/144525; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 29681-44-5, Methyl 5-bromonicotinate, 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, 29681-44-5, blongs to pyridine-derivatives compound. Recommanded Product: 29681-44-5

Preparation 66 ;5-Cyano-nicotinic acid methyl ester; Reflux a solution of methyl 5-bromonicotinate (2.16 g, 10.0 mmol, 1 equiv) and copper (I) cyanide (1.79 g, 20.0 mmol, 2.0 equiv) in anhydr DMF (10 mL) for 15 h. After allowing to cool, filter the reaction mixture through Celite rinse with EtOAc (100 mL). A black precipitate forms in the filtrate. Wash the filtrate with salted H20 (3 x 100 mL). Dry the organic layer (anhydr Na2S04) and rotary evaporate (40 C) giving 546 mg (33.7%) of product as a light-yellow solid. Transfer this material to a column of silica gel (80 mm x 20 mm dia. ) and elute (20-35% EtOAc/hex) to yield 501 mg (30.9%) of 5- cyano-nicotinic acid methyl ester as an off-white solid. MS (m/e): 163.07 (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,29681-44-5, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1235036-15-3 ,Some common heterocyclic compound, 1235036-15-3, molecular formula is C10H11BrClNO2, 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 Example 1.23.2 (12.3 g) and tert-butyl 3-bromo-6-chloropicolinate (5.9 g) in dioxane (50 mL) was added (1S,3R,5R,7S)-1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphaadamantane (CyTop) (0.52 g) and bis(dibenzylideneacetone)palladium(0) (0.66 g). After several house vacuum/nitrogen refills, potassium phosphate (4.06 g) and water (25 mL) were added and the reaction was heated at 80 C. under nitrogen for 30 minutes. The reaction was cooled and then water and ethyl acetate were added. The organic layer was separated and washed with brine. The combined aqueous layers were extracted with ethyl acetate, and dried over sodium sulfate. The solution was filtered, concentrated and chromatographed on silica gel using 33% ethyl acetate in heptanes to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235036-15-3, its application will become more common.

Reference:
Patent; AbbVie Inc.; Ackler, Scott L.; Bennett, Nathan B.; Boghaert, Erwin R.; Cullen, Steve C.; Doherty, George; Frey, Robin R.; Haight, Anthony R.; Judd, Andrew S.; Kunzer, Aaron R.; Shen, Xiaoqiang; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Wang, Xilu; Welch, Dennie S.; Wendt, Michael D.; (210 pag.)US2016/158377; (2016); 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. 17117-13-4, name is 2-Bromo-4-ethoxypyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H8BrNO

7.05.01. 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(4-ethoxy-pyridin-2-yl)-piperazin-1-yl)-ethanone 17 mg BINAP and 24 mg tris-(dibenzylidenacetone)palladium(0) were added to 255 mg casiumcarbonate, 65 mg 2-brom-4-ethoxy-pyridine and 100 mg 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-piperazin-1-yl-ethanone in 10 mL toluole under nitrogen atmosphere. The reaction was refluxed for 4 days. The mixture was filtered and the filtrate was evaporated. The residue was purified by HPLC. Rt: 1.22 min (method B), (M+H)+: 505 By using the same synthesis strategy as for 2-(3,5-Bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-1-(4-(4-ethoxy-pyridin-2-yl)-piperazin-1-yl)-ethanone the following compounds was obtained:

The synthetic route of 17117-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; US2013/184248; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem