Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 57963-08-3, 5,6-Dimethylpyridin-2-amine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: A mixture of the arylhydrazine hydrochlorides (1.0 mmol), aminopyridines (20.0 mmol), and potassium carbonate (415 mg, 3.0 mmol) in DMSO (10 mL) was stirred at 25 C in air. The reactions were completed after 24 h, monitored by thin layer chromatography (TLC). Then, quenched by the addition of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and brine solution and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give the crude products. Purified by column chromatography over silica gel (hexane/AcOEt), the pure products were afforded.

The synthetic route of 57963-08-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Taniguchi, Toshihide; Imoto, Mitsutaka; Takeda, Motonori; Matsumoto, Fukashi; Nakai, Takeo; Mihara, Masatoshi; Mizuno, Takumi; Nomoto, Akihiro; Ogawa, Akiya; Tetrahedron; vol. 72; 27-28; (2016); p. 4132 – 4140;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113713-60-3, 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 113713-60-3, name is 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of compound 3 (360 mg, 2.0 mmol) in a mixture of EtOH (60 mL) and 1 N aq NaOH (2.2 mL, 2.2 mmol), compound 1 (2.1 mmol) was added. The resulting reaction mixture was stirred overnight at rt. Then solvents were removed under reduced pressure, and the crude product was purified by column chromatography on silica gel with eluent (0:100 to 3:97 MeOH/CH2Cl2) to give a white solid product 4 (50-65% yields).

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 113713-60-3, 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1371 – 1375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 183428-91-3, 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.183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine, molecular formula is C7H7N3, molecular weight is 133.15, as common compound, the synthetic route is as follows.

Step II: 6-Amino-5-methyl-pyridine-3-carboxylic acid To a stirred suspension of 6-amino-5-methyl-pyridine-3-carbonitrile (6.0 g, 45.0 mmol) in water (40 mL) was added sodium hydroxide (5.4 g, 135.2 mmol) and refluxed for 4 h. Reaction mixture was cooled to room temperature and filtered through Buchner funnel. Filtrate was neutralized with 4N HCl. Solid formed was filtered through Buchner funnel and dried under high vacuum to furnish 6.0 g (88%) of titled intermediate as a white solid. 1H NMR (400 MHz, CDCl3): delta 2.05 (s, 3H), 6.53 (s, 2H), 7.66 (s, 1H), 8.37 (d, J=2.0 Hz, 1H), 12.29 (brs, 1H). MS (ES) m/z 153.0 (M+1).

Statistics shows that 183428-91-3 is playing an increasingly important role. we look forward to future research findings about 2-Amino-3-methyl-5-cyanopyridine.

Reference:
Patent; Kharul, Rajendra; Bhuniya, Debnath; Mookhtiar, Kasim A.; Singh, Umesh; Hazare, Atul; Patil, Satish; Datrange, Laxmikant; Thakkar, Mahesh; US2015/65464; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98197-88-7, 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 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-(methoxymethyl)-4-nitropyridine (i59): To a solution of (4-nitropyridin-2-yl)methanol (i58) (2.3 g, 14.93 mmol) in THF (40 mL), NaH (0.89 g, 22.40 mmol) was added at 0C and stirred for 5 min. Mel (3.18 g, 22.4 mmol) was added and the reaction mixture allowed to warm to room temperature and stirred for 4h. The progress of the reaction was monitored by TLC. After completion, the mixture was quenched with water and extracted with ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by silica gel (60:120 mesh) column chromatography using 10% ethyl acetate in n-hexane as eluent to afford 2-(methoxymethyl)-4-nitropyridine (i59) (0.775 g, Yield 31 %). 1H NMR (400 MHz, DMSO-d6) delta 3.44 (s, 3H), 4.66 (s, 2H), 8.08 – 8.00 (m, 2H), 8.91 (d, J = 5.2 Hz, 1 H). MS (ESI) m/e (M+1 )+: 169.00

According to the analysis of related databases, 98197-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; MERCIER, Joel; PROVINS, Laurent; VERMEIREN, Celine; SABNIS, Yogesh Anil; (106 pag.)WO2016/124508; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1233205-73-6, 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.1233205-73-6, name is 2-Ethynyl-6-fluoropyridine, molecular formula is C7H4FN, molecular weight is 121.11, as common compound, the synthetic route is as follows.

To a solution of the compound obtained in the previous section (1.45 g, 4.54 mmol) and the reference example 2 (0.50 g, 4.13 mmol) in AcN (20 ml_ ) at 0 5C, a DBU (1.24 ml_, 8.26 mmol) solution in AcN (7 ml_) was slowly added. The resulting mixture was heated at 50 0C for 18 h. After that, was cooled and concentrated to dryness. The crude product obtained was chromatographed over silica gel using hexane/EtOAc mixtures of increasing polarity as eluent, to afford 0,48 g of the desired compound (45% yield). LC-MS (Method 2): tR = 3.03 min; m/z = 239 (MH+).

Statistics shows that 1233205-73-6 is playing an increasingly important role. we look forward to future research findings about 2-Ethynyl-6-fluoropyridine.

Reference:
Patent; PALAU PHARMA, S. A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; COMELLES ESPUGA, Josep; FONTES USTRELL, Montserrat; SOLIVA SOLIVA, Robert; PASTOR PORRAS, Jose, Javier; WO2010/72823; (2010); 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.112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.name: 5-(Trifluoromethyl)pyridin-3-amine

To a solution of 5-(trifluoromethyl)pyridin-3-amine (3 g) in 6N hydrochloric acid (30 mL) was added a solution of sodium nitrite (1.277 g) in water (15 mL) dropwise over 2 minutes at 0 C. The reaction mixture was stirred at 0 C. for 1 hour. To the reaction mixture was added a suspension of tin (II) chloride (8.77 g) in 6N hydrochloric acid (30 mL) dropwise over 3 minutes at 0 C. The reaction mixture was stirred at 0 C. for 28 minutes and at room temperature for 20 hours 9 minutes. To the reaction mixture was added 8N aqueous sodium hydroxide solution (about 68 mL) dropwise at 0 C. The mixture was stirred at 0 C. The mixture was extracted three times with ethyl acetate. The obtained organic layers were combined, washed with brine, dried over sodium sulfate, and concentrated. To the resulting residue was added a seed crystal of the title compound separately synthesized in a similar manner to this step. To the mixture was added a mixture of diisopropylether (2 mL)/n-hexane (30 mL) at room temperature. The suspension was stirred at room temperature. The solid was collected from the suspension by filtration and washed with n-hexane. The solid was dried under reduced pressure at room temperature to give the title compound (2.8464 g) in 87% yield. (0291) 1H-NMR (CDCl3) delta: 3.69 (br s, 2H), 5.49 (br s, 1H), 7.43-7.45 (m, 1H), 8.28-8.30 (m, 1H), 8.34 (d, 1H, J=2.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Japan Tobacco Inc.; MIURA, Tomoya; HIRASHIMA, Shintaro; MANABE, Tomoyuki; IIDA, Tetsuya; SAKURAI, Kentaro; (53 pag.)US2019/330193; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1019021-85-2 ,Some common heterocyclic compound, 1019021-85-2, molecular formula is C8H5FN2O2, 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 6-fluoroimidazo[1 ,2-a]pyridine-3-carboxylic acid (13a) (210 mg, 1 .2 mmol) in dichloromethane (8 mL) was added oxalyl chloride (250 muIota, 2.8 mmol) and DMF ( 40 muIota) at 0-10 C. The resulting solution was stirred 30 min at room temperature and concentrated under vacuum. A solution of 3-amino-4-fluoro-N-((1 R,2S)-2-hydroxy-2,3- dihydro-1 H-inden-1 -yl)benzamide (16) (350 mg, 1 .2 mmol) in 3 mL of pyridine was added into the above obtained solid. The resulting solution was stirred 30 minutes at room temperature The above solution was purified by preparative mass trigger LCMS to afford N-(2-fluoro-5-(((1 R,2S)-2-hydroxy-2,3-dihydro-1 H-inden-1 -yl)carbamoyl) phenyl)- 6-fluoroimidazo[1 ,2-a]pyridine-3-carboxamide (F27) as a light yellow solid. 1 H NMR (400MHz, d6-MeOH) delta 9.57 (dd, J = 4.8, 2.4 Hz 1 H), 8.60 (s, 1 H), 8.35 (dd, J = 7.2, 2.4 Hz, 1 H), 7.80-7.85 (m, 2H), 7.65-7.71 (m, 1 H) 7.18-7.37 (m, 5H), 5.54 (d, J = 5.2 Hz, 1 H), 4.65 (td, J = 8.4, 2.0 Hz, 1 H), 3.18 (dd, J = 16, 5.2 Hz,1 H), 2.97(dd, J = 16.4, 2.0 Hz, 1 H). (MS m/z 449.1 (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,1019021-85-2, its application will become more common.

Reference:
Patent; IRM LLC; NOVARTIS PHARMACEUTICALS UK LIMITED; LIANG, Fang; GIBNEY, Michael; YEH, Vince; LI, Xiaolin; MOLTENI, Valentina; SHAW, Duncan; BERMAN, Ashley Mitchell; LEWIS, Sarah; LOREN, Jon; FURMINGER, Vikki; WO2013/33620; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 832715-99-8 , The common heterocyclic compound, 832715-99-8, name is 6-(tert-Butyl)nicotinic acid, molecular formula is C10H13NO2, 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 3: Preparation of (R)-2-(3-(6-tert-butylnicotinamido)piperidin- 1 -yl)-5-(pyridin-2- ylamino)thiazole-4-carboxamide To a solution of 6-tert-butylnicotinic acid (23.5 mg, 131 imol) and 2-((R)-3-amino-piperidin-1-yl)-5-(pyridin-2-ylamino)-thiazole-4-carboxylic acid amide (38 mg, 119 imol) in N,Ndimethylformamide (1 mL) was added diisopropylethylamine (35 tL, 200 imol) followed by 0- (benzotriazol- 1 -yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate (61 mg, 161 imol). After stirring at ambient temperature overnight under an atmosphere of argon the reaction was quenched by the addition of saturated aqueous ammonium chloride (2 mL), the mixture pouredinto water (5 mL) and extracted with ethyl acetate (3 x 3 mL). The combined organic extracts were washed with brine (2 x 2 mL), dried over sodium sulfate, filtered and concentrated in vacuo to a yellow solid. The crude product was purified by chromatography using a 13 g C-18 column gradient eluted from 10% acetonitrile in water up to 100% acetonitrile. The product containing fractions were combined and concentrated in vacuo and the residue lyophilized from acetonitrile / water to give (R)-2-(3-(6-tert-butylnicotinamido)piperidin- 1 -yl)-5-(pyridin-2-ylamino)thiazole- 4-carboxamide as a pale yellow solid (37.8 mg, 66 %).LC/MS: mlz calculated for C24H29N702S ([M+Hj): 480.6. Found: 480.3 (positive modeelectrospray ionization).

The synthetic route of 832715-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HUBY, Nicholas John Silvester; LOPEZ-TAPIA, Francisco Javier; SO, Sung-Sau; WO2014/90715; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 169205-95-2, Adding some certain compound to certain chemical reactions, such as: 169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine,molecular formula is C7H6N2OS, 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 169205-95-2.

A solution of 116A (8g, 47.6 mmoi) and 116B (5g, 30 mmol) in DMF was heated at 100 C for overnight. The reaction mixture was concentrated under vacuum and purified by column chromatography to give 116 as syrup (9 g, 99%).

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. 169205-95-2, 2-(Methylthio)oxazolo[4,5-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; PALANI, Anandan; RAO, Ashwin, U.; CHEN, Xiao; SHAO, Ning; HUANG, Ying, R.; ASLANIAN, Robert, G.; WO2010/71819; (2010); 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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Chloromethyl)-5-methylpyridine hydrochloride

EXAMPLE 10 Preparation of 1,5,6,7-tetrahydro-2-[[(5-methyl-2-pyridyl)methyl]thio]indeno(5,6-d)imidazole To 13.5 g of 1,5,6,7-tetrahydroindeno(5,6-d)imidazole-2-thiol, suspended in 200 ml of alcohol, were added dropwise while stirring 5.9 g of sodium hydroxide in 100 ml of water and, after 30 minutes, 13.0 g of 5-methyl-2-chloromethyl-pyridine hydrochloride were added. The mixture was left to boil at reflux overnight, then evaporated and the residue was taken up in methylene chloride. This was washed neutral and, after drying over sodium sulfate, evaporated in vacuo. The residue, recrystallized from acetonitrile, gave 11.9 g (56.9% of theory) of 1,5,6,7-tetrahydro-2-[[(5-methyl-2-pyridyl)methyl]thio]indeno(5,6-d)imidazole of melting point 157-158 C. The mother liquor was evaporated, the residue was dissolved while heating in methanol, and the solution was treated with 5 N hydrochloric acid in ethyl acetate.

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, 71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride.

Reference:
Patent; Hoffmann-La Roche Inc.; US4435406; (1984); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem