Month: April 2022

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 99368-68-0, name is 6-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

D. lambda/-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)acetamideA mixture of 6-chloro-5-(trifluoromethyl)pyridin-3-amine (2.95 mmol, 0.58 g) and 30% HBr in acetic acid (6 ml) in a sealed tube was heated at 1000C overnight. The crude mixture was poured into ice water, the pH was set to10 with 2N aqueous NaOH and extracted withCHCI3.The solvent was removed under reduced pressure to afford 0.680 g (82% of yield) of the expected product.ESI/MS (m/e, %): 281.96 (100.0%), 283.96 (97.3%).

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); 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. 884495-30-1, name is 5-Fluoro-2-methoxyisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Fluoro-2-methoxyisonicotinic acid

(5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material was prepared as follows:-Borane-tetrahydrofuran complex (1M solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was then evaporated and the residue was stirred in methanol (40 ml) for 16 h. The solvent was evaporated and the residue was purified on a silica isolute column, eluting with 0-1% MeOH in DCM to afford (5-fluoro-2-methoxy-pyridin-4-yl)methanol as a white solid (1.42 g, 77% yield).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H). MS: m/z 158 (MH+); (5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material, was prepared as follows:-Borane-tetrahydrofuran complex (IM solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was evaporated and the residue was stirred in methanol (40 ml) for 18 h. The solvent was evaporated and the crude product was purified by silica column chromatography, eluting with 0-1% MeOH in DCM. Pure product fractions were combined and evaporated to afford (5-fluoro-2-methoxypyridin-4-yl)methanol as a white solid (1.42 g, 77%).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H); m/z (ES+) [M+H]+=158.

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, 884495-30-1, 5-Fluoro-2-methoxyisonicotinic acid.

Reference:
Patent; ASTRAZENECA AB; US2008/4302; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1111637-74-1 , The common heterocyclic compound, 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, molecular formula is C7H5BrFNO, 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: 1-(5-bromo-2-fluoropyridin-3-yl)-2-fluoroethanone (12a) A solution of 1-(5-bromo-2-fluoropyridin-3-yl)ethanone (200 mg, 0.92 mmol) and triethylamine (140 mul, 1.01 mmol) in toluene (2 mL) was treated with trimethylsilyl trifluoromethanesulfonate (182 mul, 1.01 mmol) under nitrogen atmosphere. The reaction mixture was heated to 80 C. for 2 h, the upper toluene phase was isolated (e.g. by decanting) and concentrated under reduced pressure to give a yellow oil. The oil was dissolved in acetonitrile (2 mL) and added to a suspension of 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-(2.2.2)octane bis(tetrafluoroborate) (325 mg, 0.92 mmol) in acetonitrile (2 mL) at room temperature. After 1 h, the solvent was removed under reduced pressure. The residue was partitioned between brine and EtOAc. The organic phase was separated and dried over MgSO4. The solvent was removed under reduced pressure to obtain 1-(5-bromo-2-fluoropyridin-3-yl)-2-fluoroethanone (170 mg, 0.72 mmol, 79% yield, 90% purity) as a light yellow solid. This material was used in the next step without purification. MS m/z=237.9 [M+H]+. Calculated for C7H4BrF2NO: 236.01.

The synthetic route of 1111637-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58483-98-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 58483-98-0, name is 2-Amino-5-bromonicotinamide. A new synthetic method of this compound is introduced below.

Oxalyl chloride (100 mL, 1.16 mmol) was added dropwise to a suspension of 2- amino-5-bromo-nicotinamide (500 mg, 2.31 mmol) in toluene (5 mL) and the resulting mixture was heated to reflux for 4 h. The reaction mixture was cooled and the mustard- colored solid which had formed was collected by filtration. The solid was washed with a small amount of water, MEOH, and then dried under high vacuum (40 C) overnight to give the title compound (435 mg, 77%) :’H NMR (300 MHz, DMSO-D6) 8 11.86 (s, 1H), 11.60 (s, 1H), 8.72 (d, J = 2.5 Hz, 1H), 8. 35 (d, J = 2.5 Hz, 1 H) ; 13C NMR (126 MHz, DMSO-d6) 8 161.4, 154.8, 151.2, 150.17, 137.8, 112.6, 111.6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58483-98-0, 2-Amino-5-bromonicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); 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.182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 20.1 (+-)-3-[(6R,8aS-6-[(6-methoxypyridin-2-yl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile A mixture of 3-[(6R,8aS)-6-ethynylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile (300 mg, 1.18 mmol), 2-iodo-6-methoxypyridine (278 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (137 mg, 0.118 mmol), copper iodide (46 mg, 0.24 mmol), diisopropylethylamine (0.45 mL, 2.6 mmol) and DMF (40 mL) was stirred at RT overnight. 5% EDTA.Na2.2H2O(aq) (2 mL) was added and the reaction mixture was stirred at room for additional 30 min and then concentrated. Flash column chromatography gave the title compound (280 mg, 65%). 1H NMR (400 MHz, CDCl3): delta (ppm) 8.26 (d, 1H), 8.02 (d, 1H), 7.50 (t, 1H), 7.08 (d, 1H), 6.70 (d, 1H), 4.60 (t, 2H), 3.96(s, 1H), 3.52 (d, 1H), 3.38-3.26 (m, 2H), 3.02 (t, 1H), 2.38-2.18 (m, 3H), 2.14-2.04 (m, 1H), 2.00-1.90 (m, 1H), 1.72-1.60 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,182275-70-3, 2-Iodo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 51454-63-8, 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. 51454-63-8, name is 2-(Hydroxymethyl)isonicotinonitrile, molecular formula is C7H6N2O, 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.

The product of the previous step (1.4 g, 10.2 mmol) and N,N’-dicyclohexylcarbodiimide (6.2 g, 30.0 mmol) were added to a mixture of DMSO (22 ml) & anhydrous H3PO4 (0.45 g) and the reaction was left to stir 1.5 hours. The reaction was filtered and washed with diethyl ether (2 x 30 ml) and water (2 x 30 ml). The reaction layers was separated and the organic layer was washed with saturated brine (2 x 30 ml), dried with MgS04, filtered and evaporated in vacuo to yield (iid) as a yellow solid which was taken towards the next step without purification.

According to the analysis of related databases, 51454-63-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2006/21801; (2006); 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.124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate, molecular formula is C8H6F3NO2, molecular weight is 205.134, as common compound, the synthetic route is as follows.COA of Formula: C8H6F3NO2

IV. (5-trifluoromethyl-2-pyridinyl)methanol To a solution of methyl 5-trifluoromethyl-pyridine-2-carboxylate (2 g, 9.75 mmol) in MeOH (30 mL) at 0C was added NaB (738 mg, 19.5 mmol) portionwise. The mixture was stirred at room temperature for 2 h and concentrated. The residue was diluted with water (30 mL), acidified to pH~5 (IN HC1), extracted with EA (3 X 50 mL), dried, concentrated and purified by column chromatography on silica gel to give the title compound as a colorless oil (1.6 g, 93% yield): 1H NMR (400 MHz, CDC13) delta ppm 8.82 (s, 1H), 7.90-7.92 (m, 1H), 7.40-7.42 (m, 1H), 4.82-4.83 (m, 2H), 3.44-3.46 (m, 1H); ES-LCMS m/z 178 ( +H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124236-37-9, Methyl 5-(trifluoromethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); 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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-3-chloro-2-methylpyridine (1.03 g, 5 mmol) and (i-PrO)3B (2.24 mL, 10 mmol) in THF (10 mL) was added n-BuLi (3.75 mL, 1.6 M in hexane, 6 mmol) drop-wise at – 78 oC. After the mixture was stirred at -78 oC for 1 hr, it was quenched with water. The solvent was removed under reduced pressure and the aqueous layer was washed with Ether (2 x 10 mL). The aqueous layer was then adjusted to pH~8 with 1N aqueous HCl solution and extracted with EA (3 x 50 mL). The combined organic layers were dried over Na2SO4, and concentrated to give 5-chloro-6-methylpyridin-3-ylboronic acid (650 mg, 76% yield) as a white solid. Retention time (LC-MS): Retention 0.458 min. MH+ 172

The synthetic route of 914358-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77199-09-8, 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. 77199-09-8, name is Ethyl 5-bromopicolinate, 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.

General procedure: Ester (FAE, 4a-m, 2a or 2b) (500 mg scale, 1 equiv.) was dissolvedin 6 ml THF at 0 C in a 25 ml round-bottom flask. ThenNaOH(aq) (5 equiv.) was added dropwise and stirred for 15 h atroom temperature. After starting materials were consumed (byTLC), water (20 ml) was added. The reaction mixture was washedwith ethyl acetate (2 x 20 ml). The aqueous solution was acidified(pH 2-3) with 1 M HCl(aq) causing precipitation of a solid, whichwas filtered and dried under vacuum. Recrystallization in ethanolafford clean compound.

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 77199-09-8, Ethyl 5-bromopicolinate.

Reference:
Article; Tung, Truong Thanh; Jakobsen, Tim Holm; Dao, Trong Tuan; Fuglsang, Anja Thoe; Givskov, Michael; Christensen, S°ren Br°gger; Nielsen, John; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1011 – 1020;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 54-92-2, name is N’-Isopropylisonicotinohydrazide. A new synthetic method of this compound is introduced below., Safety of N’-Isopropylisonicotinohydrazide

To solution containing (E)-3-(1-(tert-butoxycarbonyl)-1H-indol-3-yl)acrylic acid (200.0 mg, 0.70 mmol), N?-isopropylisonicotino hydrazide (188.2 mg, 1.05 mmol) and HATU (399.2 mg, 1.05 mmol) dissolved in DMF (5.0 ml), N,N-diisopropylethylamine (DIPEA)(0.18 ml, 1.05 mmol) was slowly drop-wise added and stirred at room temperature for 12 hr. The reaction mixture was diluted with EtOAc, washed with water and brine, dried with anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was separated through silica gel chromatography (n-hexane:EtOAc=3:1) for refinement and dried so that ivory (E)-tert-butyl 3-(3-(2-isonicotinoyl-1-isopropylhydrazinyl)-3-oxoprop-1-enyl)-1H-indole-1-carboxylate was obtained (108 mg, 34.4%). [0353] 1H-NMR (MeOD, 500 MHz): delta 8.87 (2H, d, J=4.6 Hz, aromatic), 8.18 (1H, d, J=8.3 Hz, aromatic), 7.95 (3H, m, aromatic), 7.84 (1H, d, J=15.7 Hz, indole-CH?CH-), 7.58 (1H, m, aromatic), 7.34 (1H, t, J=7.6 Hz, aromatic), 7.13 (1H, m, aromatic), 6.96 (1H, d, J=15.2 Hz, indole-CH?CH-), 5.03 (1H, m, -N-CH-(CH3)2), 1.71 (9H, s, Boc), 1.33 (6H, m, -N-CH-(CH3)2)

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, 54-92-2, N’-Isopropylisonicotinohydrazide.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; LEE, Hyun Sun; KIM, Mun-Ock; CHOI, Yongseok; Lee, Kyeong; PARK, Jeong-Jun; SEO, Jee-Hee; JUNG, Hwayoung; CHO, Sungchan; US2014/57909; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem