Month: April 2022

Application of 65515-39-1, 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile. A new synthetic method of this compound is introduced below.

(a) 2-methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (1.115 g, 6.87 mmol) in THF (20 mL) was added LiHMDS (1 M in toluene, 7.22 mL, 7.22 mmol) at 0 C dropwise via syringe over 10 min, and the reaction was stirred at this temperature for 1 h. 4- Bromobut-l-ene (0.733 mL, 7.22 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature overnight. The reaction was poured into saturated aqueous ammonium chloride (50 mL) and extracted with EtOAc (3 x 75 mL). The combined organics were dried over Na2S04, filtered, concentrated, and the residue purified by flash chromatography (0-20% EtOAc in hexanes, 40-g column, product fractions pooled and recolumned 0-10% EtOAc in hexanes, 40-g column) to afford 2- methoxy-6-methyl-4-(pent-4-en-l-yl)nicotinonitrile (619 mg, 42%) as a colorless oil. LC- MS(ES) m/z = 217 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-39-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 132834-56-1, 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 132834-56-1, name is 1-(6-Chloro-5-(trifluoromethyl)pyridin-2-yl)piperazine. This compound has unique chemical properties. The synthetic route is as follows.

To a 16 mm test tube was added; 0.5 mmol of the appropriate alcohol or thiol0.4 mmol of the appropriate 6-chloro 5-trifluoromethyl-2-piperazinylpyridine in DMSO (0.5 mL) 0.65 mmol of K-t-BuO in DMSO (1.0 mL) The reactions were stirred at room temperature for two hours followed by addition of HOAc (1.25 mmol, 75 L). The solvent was evaporated at reduced pressure over night (Speed Vac). The remaining solids were dissolved in water/acetonitrile/HOAc, filtered, and the products were purified with preparative HPLC. Mass detection was obtained by a Micro Mass LCP with electrospray positive ionization mode. The analytical HPLC-chromatograms were performed on a Hewlett Packard 1100 with a 504.6 mm Grom-SIL 100 ODS 0 AB, 3 m column and a 504.6 mm YMC-AQ 5 m column. Different gradients of 0.1% TFA in water and acetonitrile were used and the peaks were detected at 254 nm. The area % under the largest peak was reported as the purity.

According to the analysis of related databases, 132834-56-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nilsson, Bjorn M.; Ringberg, Erik; US2003/232814; (2003); 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. 1122-61-8, name is 4-Nitropyridine, molecular formula is C5H4N2O2, 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. COA of Formula: C5H4N2O2

Example 15 4-Nitropyridine (124 mg, 1 mmol) and O-methylhydroxylamine (71 mg, 1.5 mmol) were dissolved in DMF (2 ml), and a resulting solution was added dropwise to a DMF solution (3 ml) containing potassium tert-butoxide (336 mg, 3 mmol) and zinc (II) chloride (136 mg, 1 mmol) at 25 C. After completion of the addition, the resulting mixture was at 25 C. for one hour and an aqueous saturated ammonium chloride solution (50 ml) was added, followed by extraction with ethyl acetate (80 ml). A resulting organic layer was dried over anhydrous magnesium sulfate, and then isolated and purified by subjecting to silica gel thin layer chromatography (eluent: ethyl acetate/hexane=1/1] to obtain 35 mg of 3-amino-4-nitropyridine (yield: 25%).

With the rapid development of chemical substances, we look forward to future research findings about 1122-61-8.

Reference:
Patent; Sumitomo Chemical Company, Limited; US5648496; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 80537-07-1, 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. 80537-07-1, name is 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid, molecular formula is C14H10N2O2, 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.

EXAMPLE 56 STR62 Thionyl chloride (240 mg) was added dropwise to a stirred mixture of 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid [compound (I)](320 mg) and N,N-dimethylformamide (one drop) in chloroform (10 ml), and then stirred under reflux for 4 hours. After cooling the mixture, chloroform was evaporated in vacuo to give acid chloride of compound (I). Triethylamine (338 mg) was added to a suspension of the acid chloride of compound (I) in methylene chloride (10 ml) under ice-cooling, and to this suspension a solution of 2-ethylpiperidine in methylene chloride was added dropwise. The mixture was stirred under ice-cooling and stood at room temperature overnight. Saturated sodium chloride aqueous solution (20 ml) was added to the mixture and extracted with chloroform (20 ml). The extract was dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (8 g) with chloroform as an eluent. The fractions containing the objective compound were combined and evaporated in vacuo to give 1-(2-phenylpyrazolo[1,5-a]pyridin-3-ylcarbonyl)-2-ethylpiperidine (263 mg). mp: 182-183 C. IR (Nujol): 1630, 1600, 1520 cm-1 NMR (DMSO-d6, delta): 0.69 (3H, t, J=7.0Hz), 1.12-1.93 (8H, m), 2.73-3.17 (1H, m), 3.69-4.45 (2H, m) 7.07 (1H, td, J=7.0Hz and 2.0Hz), 7.29-8.00 (7H, m), 8.86 (1H, dd, J=7.0Hz and 1.0Hz) Analysis Calcd. for C21 H23 N3 O: C 75.65, H 6.95, N 12.60 Found: C 75.75, H 7.01, N 12.66

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 80537-07-1, 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5102869; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59146-67-7, 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 59146-67-7 as follows.

5,6-Dimethylpicolinic acid: 5,6-dimethylpicolinonitrile (example 91b) was refluxed in concentrated HCl (15 mL) overnight. The solvent was evaporated and the solid residue was co-evaporated several times with EtOH. Drying provided 453 mg of 5,6-Dimethylpicolinic acid (80%) as a white solid. MS (M+H, 152.1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59146-67-7, its application will become more common.

Reference:
Patent; Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus; US2005/84506; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

In a 10 mL reaction tube, a PTFE magnet is placed in a nitrogen atmosphere.Add 0.3 mmol of 2-hydroxy-3-amino-5-methylpyridine, 2.4 mmol of S8,2.1 mmol 2-bromo-3,3,3-trifluoropropene, 0.9 mmol sodium bicarbonate,0.2 mmol azobisisoheptanenitrile, 0.2 mmol of pinacol borate,4.5 mL of N,N-dimethylformamide, stirred for 15 h in a 100 C closed system,Extract three times with ethyl acetate, combine the organic phases, and wash with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, the organic solvent is removed by rotary evaporation;The obtained crude product was eluted with n-pentane and ethyl acetate.Separated by silica gel column chromatography6-Methyl-2-(2,2,2-trifluoroethyl)oxazolo[5,4-b]pyridine (yield 41%).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Li Zhengyu; Dong Jingnan; (17 pag.)CN110105300; (2019); A;,
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. 14916-63-3, name is 6-Nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H5N3O2

Copper (II) chloride (5.8 g) and t-butylnitrite (6.1 ml) were stirred in THF (150 ml) under argon and heated to 65 C. 2-Amino-6-nitropyridine (Shurko, O. P., Mamaev, V. P., Chem Heterocycl Comp, 26, 1990,1 47-52; 5 g, 36 mmol) was added portionwise. The reaction was stirred at 65 C. for 1 hour then allowed to cool to room temperature. EtOAc (200 ml) was added and the organic layer was washed with 2M HCl, water and dried. Volatile material was removed by evaporation to give a sticky orange solid which was triturated with hexane to give the title compound (3.4 g) as a brown/orange solid. NMR: 7.8 (d, 1H), 8.6 (d, 1H), 9.2 (s, 1H).

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, 14916-63-3, 6-Nitropyridin-2-amine.

Reference:
Patent; AstraZeneca AB; US6689909; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1839-17-4, 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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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 solution of N4-methylpyridine-3,4-diamine (2.5 g, 20.3 mmol) in acetic anhydride (25 mL) was refluxed overnight. Then acetic anhydride was evaporated under reduced pressure and 1 N hydrochloride acid was added. Then the mixture was extracted with dichloromethane (50 mL×3). The aqueous layer was neutralized with sodium bicarbonate, and extracted with dichloromethane (50 mL×3). The organic layers were concentrated to give the title compound (1.9 g, yield 64%). LC-MS (ESI) m/z: 148 (M+1)+. 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.64 (s, 3H), 3.74 (s, 3H), 7.23-7.24 (d, J=5.2 Hz, 1H), 8.39-8.41 (d, J=5.2 Hz, 1H), 8.98 (s, 1H).

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEAD THERAPEUTICS, INC.; US2010/35883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19346-44-2, Adding some certain compound to certain chemical reactions, such as: 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine,molecular formula is C6H5FN2O2, 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 19346-44-2.

[0261] A solution of ferf-butyl piperazine-l -carboxylate (7.75 g, 41.6 mmol), 2-fluoro-5- methyl-3-nitropyridine (5 g, 32.0 rnmol) and K2CO.3 (13.28 g, 96 mmol) in ACN (80 mL) was stirred at RT overnight. The reaction mixture was filtered with suction and the solvent removed under reduced pressure to give the title product which was used without further purification. -MS m/z [M+Hf 323.2.

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. 19346-44-2, 2-Fluoro-3-nitro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 639091-75-1, 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 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 69.9 (42 g, 166.5 mmol, 1 eq) in THF (800 mL) was added LiA1H4 (12.64 g, 333 mmol, 2 eq) portion-wise at 0 C under N2. The mixture was stirred at 0 C for 1 hour, then heated to 18 C and stirred at 18 C for 14 hours. The reaction mixture was quenched by addition of 8% NaOH (15 mL), filtered and then diluted with H20(1000 mL) and extracted with EtOAc (500 mL x 3). The combined organic layers were washed with brine (1000 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=2: 1) to give compound 69.8 (15 g, 67 mmol, 40% yield) as a white solid. ?HNMR (400 MFIz, DMSO-d6) & 1.47 (s, 9 H), 4.50 (d, J=5.70 Hz, 2 H), 5.40 (t,J=5.92 Hz, 1 H), 6.89 – 6.99 (m, 1 H), 7.81 (s, 1 H), 8.14 (d, J=5.70 Hz, 1 H) and 9.71 (s, 1 H) ppm.

According to the analysis of related databases, 639091-75-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CORTEXYME, INC.; LYNCH, Casey C.; KONRADI, Andrei; GALEMMO, JR., Robert A.; (218 pag.)WO2018/209132; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem