Tag: M.W:100-200

Reference of 138891-51-7 ,Some common heterocyclic compound, 138891-51-7, molecular formula is C8H6N2O2, 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.

EXAMPLE 11[2-(6-chloropyridin-3-yl)-4-(2-methoxyethoxy)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)- yl] (imidazo [1,5 -ajpyridin- 1 -yl)methanone (Q-2) O-l (2 g, 6.23 mmol), imidazo[l,5-a]pyridine-l-carboxylic acid (Q-I, 1.112 g,6.86 mmol), EDC (1.315 g, 6.86 mmol), HOBt (0.907 g, 5.92 mmol), and TEA (2.61 mL, 18.70 mmol) were combined in DMF (31 mL) and heated to 60 ºC for 1 hr. Imidazo[l,5-a]pyridine-l- carboxylic acid was prepared according to the literature procedure: Kolar, P.; Petric, A.; Tisler, M.; Felluga, F. J. Heterocycl. Chem. 1991, 7, 1715-1720. The mixture was diluted with EtOAc (100 mL) and washed with sat. aq. NaHCO3 (100 mL), water (100 mL), and brine (100 mL). The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (0 to 45% [10% MeOH in DCM] in DCM over 50 min to afford the title compound as a white solid (2.43 g, 84%). Data for Q-2: 1H NMR (500 MHz, CDCl3) delta 9.35 (s, IH), 8.61 (d, J= 8.3 Hz, IH), 8.26 (d, J= 9.3 Hz, IH), 8.07 (s, IH), 8.01 (d, J= 6.8 Hz, IH), 7.39 (d, J= 8.3 Hz, IH), 7.03 (t, J= 7.8 Hz, IH), 6.76 (t, J= 6.8 Hz, IH), 4.41-5.60 (vbm, 4H), 4.65 (bs, 2H), 3.81 (bs, 2H), 3.46 (s, 3H), 3.13 (bs, 2H); HRMS m/z (M+H) 465.1426 found, 465.1436 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138891-51-7, its application will become more common.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2010/138430; (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. 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H7NO2

4-Methoxypicolinaldehyde (1.9 g, 13.85 mmol), methyl carbamimidothioate hemisulfate (1.93 g, 6.93 mmol), ethyl 2-cyanoacetate (1.57 g, 13.85 mmol) and potassium carbonate (2.30 g, 16.63 mmol) were mixed in 95 ml dry EtOH under N2 and heated at 75 0C for two hours. The suspension was cooled to room temperature and solids were filtered. The solids were suspended in 50 ml H2O and stirred for 30 minutes, filtered, and dried overnight to give the desired product as a red solid (1.04 g, 27percent). 1H NMR (400 MHz, DMSO-D6) delta ppm 2.37 (s, 3H), 3.88 (s, 3H), 7.05 (m, IH), 7.43 (d, J=2.54 Hz, IH), 8.45 (d, J=5.66 Hz, IH). MS m/z calculated for (M + H)+ 275.31, found 275.

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, 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 3430-22-6, 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. 3430-22-6, name is 3-Bromo-4-methylpyridine, molecular formula is C6H6BrN, 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 apparatus was installed, and 3-bromo-4-methylpyridine (13 g, 0.78 mol), Co0.27CuO3 (0.5 g), water was added to the three-necked flask in turn, and the mixture was stirred, and the oil bath was slowly heated to 90 C.Oxygen is initially introduced to maintain the reaction temperature until no oxygen is absorbed under the secondary reaction conditions.The catalyst was filtered off, then slowly added with a NaOH solution to adjust pH = 4, followed by stirring for 10 minutes.There is solid precipitation,The crude product 3-bromoisonicotinic acid was obtained, which was recrystallized from acetone to give a white powdery solid, which was filtered and dried in vacuo.A final yield of 14 g of 3-bromoisonicotinic acid was obtained.The yield was 90%.

According to the analysis of related databases, 3430-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Jindian Biological Technology Co., Ltd.; Jin Feng; (5 pag.)CN109851551; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 327056-62-2, 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 327056-62-2, name is 2-Cyano-5-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-cyano-5-fluoropyridine (0.65 g, 5.3 mmol) in sodium methoxide (1.83 mL of 25% wt. solution in methanol, 7.95 mmol) was stirred at 0 C. for 1.5 hours and 2 hours at ambient temperature. The reaction was then diluted with ethyl acetate and washed with water and brine. Removal of the solvent in vacuo afforded 304 mg (43%) of 2-cyano-5-methoxypyridine.

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 327056-62-2, 2-Cyano-5-fluoropyridine.

Reference:
Patent; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 582303-10-4, 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. 582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol, molecular formula is C8H11NO, 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 mixture of methyl ( 6-hydroxy-4-vinyl-l- benzothiophen-3-yl) acetate (351 mg) and THF (dry) (3 mL) were added (2, 6-dimethylpyridin-3-yl) methanol (233 mg) , ADDP (535 mg) and tri-n-butylphosphine (0.523 mL) at room temperature. The precipitate was removed by filtration, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane ) to give the title compound (459 mg) . XH NMR (300 MHz, CDC13) delta 2.54 (3H, s) , 2.58 (3H, s) , 3.68-3.72 (3H, m) , 3.98 (2H, s) , 5.07 (2H, s) , 5.35-5.43 (1H, m) , 5.51- 5.61 (1H, m) , 6.99-7.06 (2H,m) , 7.12 (1H, s) , 7.28-7.41 (2H, m) , 7.61 (1H, d, J = 7.9 Hz) .

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 582303-10-4, (2,6-Dimethylpyridin-3-yl)methanol.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98197-88-7, 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.98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.

To cooled solution of oxalyl chloride (0.533 g, 4.18 mmol) in DCM (2mL) at -78 C. under nitrogen was added dimethyl sulfoxide (0.593 mL, 8.37 mmol) dropwise. After 30 minutes (4-nitro-pyridin-2-yl)-methanol (17)(0.129, 0.837 mmol) in DCM (2 mL) was added dropwise maintaining temperature at -78 C. After 2 hours the mixture was warmed to -55 C. Triethylamine (1.74 mL, 12.55 mmol) was then added and the mixture allowed to warm to room temperature over 2 hours. Brine (10 mL) was then added and the mixture extracted with DCM (4*10 mL). The combined organics were then dried over MgSO4 and concentrated in vacuo to an oil. The material was used directly without need for purification assuming quantitative conversion.

The chemical industry reduces the impact on the environment during synthesis 98197-88-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KuDOS Pharmaceuticals Limited; US2007/93489; (2007); A1;,
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. 72141-44-7, name is 4-Chloro-2-methoxypyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H6ClNO

Example 68Preparation of 4-(2-(Pyridin-2-yl)ethyl)- 1 -( 1 -(2-(pyrrolidin- 1 -vDethvD- lH-indazol-5- yl)pyridin-2( liJ)-one dihydrochloridea) (£)-2-Methoxy-4-(2-(pyridin-2-yl)vinyl)pyridine; Chemical Formula. C 13H12N2OExact Mass: 212.09 Molecular Weight: 212.25 [00195] 4-Chloro-2-methoxypyridine (182 mg, 1.27 mmol) and (E)-2-(2- (tributylstannyl)vinyl)pyridine (R.A. Hacck, et al. Tet. Lett 1988, 29, 2783-2786) (500 mg, 1.27 mmol) were stirred in dry toluene (4 mL) and degassed with a nitrogen stream as the temperature was increased to 100 0C Palladium tetrakistriphenylphosphine (146 mg, 0.127 mmol) was added and the reaction mixture was maintained at 100 0C under a nitrogen atmosphere for 16 h. Upon cooling, the mixture was purified by column chromatography (12 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10 1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 25 mL/min) to provide the title compound (225 mg, 83%) as a green oil: 1H NMR (500 MHz, CD3OD) delta 8.63 (d, J = 4.7 Hz, IH), 8.15 (d, J= 5.4 Hz, IH), 7.71-7.67 (dt, J = 7.5, 1.6 Hz, IH), 7.53 (d, J = 16.4 Hz, IH), 7.40 (d, J= 7.9 Hz, IH), 7.28 (d, J = 16.4 Hz, IH), 7.22-7.18 (dd, J= 7.2, 4.7 Hz, IH), 7.06 (d, J= 5.4 Hz, IH), 6.85 (s, IH), 3.96 (s, 3H).

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, 72141-44-7, 4-Chloro-2-methoxypyridine.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13958-93-5, 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. 13958-93-5, name is 3,5-Dichloroisonicotinic acid. A new synthetic method of this compound is introduced below.

Example C(63) [4-Amino-2-(1H-benzoimidazol-5-yl-amino)-thiazol-5-yl]-(3,5-dichloro-pyridin-4-yl)-methanone 4-Bromoacetyl-3,5-dichloropyridine, which has the structural formula was first prepared as follows. A mixture of 3,5-dichloropyridine-4-carboxylic acid (4.00 g, 20.9 mmol; Cale et al., J. Med. Chem., vol. 32 (1989), pp. 2178-2199), benzene (20 mL), DMF (0.4 mL), and thionyl chloride (3.80 mL, 52.0 mmol) was heated at reflux for 60 min, allowed to cool to ambient temperature, concentrated in vacuo, suspended in ether (20 mL), and cautiously treated with a solution of trimethylsilyldiazomethane (25 mL of 2.0 M in hexanes). After 72 hours, 48% HBr (18 mL) was carefully added dropwise over 20 min, initially with vigorous gas evolution. After 30 min, the mixture was made alkaline carefully with NaHCO3 and extracted with ether. The ethereal layers were dried over Na2SO4 and evaporated to give an orange oil, which was purified via column chromatography with 50% CH2Cl2/hex eluant to separate 2.50 g (51%) of 3,5-dichloropyridine-4-carbonyl chloride as a yellow oil, providing desired product, 2.00 g (36%) of pale yellow crystals that darkened at ambient temperature, which was used without further purification. NMR (CDCl3): delta 8.58 (2H, s), 4.37 (2H, s). Anal. Calcd for C7H4BrCl2NO.0.02C6H14: C, 31.60; H, 1.59; N, 5.18. Found: C, 31.92; H, 1.59; N, 5.24.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13958-93-5, 3,5-Dichloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Agouron Pharmaceuticals Inc.; US6569878; (2003); B1;,
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. 832715-99-8, name is 6-(tert-Butyl)nicotinic acid, molecular formula is C10H13NO2, 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. category: pyridine-derivatives

A solution of 6-tert-butylpyridine-3-carboxylic acid (18 mg, 0.10 mmol) and HATU (38 mg, 0.10 mmol) in DMF (1 mL) was stirred at room temperature for 3 minutes. To this solution was added 3-amino-benzenesulfonamide (17 mg, 0. 10 mmol) and triethylamine (28 muL, 0.20 mmol). The reaction was stirred at room temperature for 16 h and purified by preparative reverse phase HPLC using 10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA) to give 6-tert-butyl-N-(3-(aminosulfonyl)phenyl)pyridine-3-carboxamide. LC/MS: m/z 334.3 (M+H)+ at 1.99 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

With the rapid development of chemical substances, we look forward to future research findings about 832715-99-8.

Reference:
Patent; Joshi, Pramod; Krenitsky, Paul; Termin, Andreas; Wilson, Dean; US2009/99233; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 628691-93-0, 2-Chloro-3-fluoroisonicotinic acid, 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, Safety of 2-Chloro-3-fluoroisonicotinic acid, blongs to pyridine-derivatives compound. Safety of 2-Chloro-3-fluoroisonicotinic acid

To a mixture of 2- chloro-3-fluoro/5onicotinic acid (3.55 g, 20.2 mmol) and triethylamine (8.4 mL, 6.13 g, 60.6 mmol) in dry toluene (40 mL) and dry 7-BuOH (40 mL) under nitrogen, was added diphenylphosphoryl azide (6.51 mL, 8.27 g, 30.1 mmol). The reaction was heated at 110 C for 3 hours then cooled to ambient temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in DCM (50 mL) and washed with water (40 mL). The aqueous phase was extracted with DCM (2 x 40 mL) and the combined organic extract was dried over MgS04, and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (0-20 % EtOAc in DCM) to give the title compound as a yellow oil (3.8 g, 71 % yield). NMR (400 MHz, CDC13): delta 8.09-8.07 (m, 2H), 6.98 (br s, 1H), 1.54 (s, 9H).

The synthetic route of 628691-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem