Pyridine-derivatives

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. 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. A new synthetic method of this compound is introduced below., Safety of N-(2-Hydroxyethyl)nicotinamide

General procedure: A4 (100mg, 0.6mmol) was combined with 2-chloro-4-nitrophenyl isothiocyanate (129mg, 0.6mmol) in anhydrous THF (30mL) at 0C, followed by the addition of DBU (106mg, 0.7mmol). The resultant mixture was stirred at 0C for 20min, after which the ice bath was removed, and the reaction mixture was stirred at room temperature until the completion of the reaction indicated by TLC. The crude product was purified by column chromatography (chloroform/methanol, 30/1).

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, 6265-73-2, N-(2-Hydroxyethyl)nicotinamide.

Reference:
Article; Bai, Zhongjie; Zhang, Jinlong; Zhang, Qiuping; Wang; Li, Jili; Zhao, Quanyi; Wang, Zhen; He, Dian; Zhang, Jingke; Liu, Bin; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3307 – 3318;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6313-54-8, 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 6313-54-8, name is 2-Chloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Thionyl chloride (20 ml) was added to 2-chloroisonicotinic acid (1.2 g) at room temperature. DMF (2 drops) was added and the mixture was heated to reflux for 1 hour. The excess thionyl chloride was evaporated and the residue was dissolved in dichloromethane (50 ml). Triethylamine (2 ml) was added followed by dropwise addition of a solution of spiro [indoline- 3, [4′-PIPERIDINE]-1′-CARBOXYLIC] acid tert-butyl ester (1.7 g) dissolved in dichloromethane (20 ml). The mixture was stirred for 48 hours. The reaction mixture was washed with pH 9.4 buffer (100 ml) and the aqueous layer was extracted with dichloromethane. The combined organic layers were dried (magnesium sulfate), filtered and evaporated. The crude product was purified by chromatography [[SI02] ; ethyl acetate-hexane-triethylamine (50: 50: 1), increasing polarity to (100: 0: 1) ] to give 2.4 g (94%) of the desired amide. M. p. [212 C ;’H] NMR (400 MHz, d6- DMSO) 1.50 (s, 9H), 1.6-1. 8 [(M,] 4H), 2.8 (br s, 2H), 3.9 (br s, 2H), 4.08 (d, 2H), 7.0-7. 2 (m, 3H), 7.30 (d, J = 6Hz, [1H),] 8.43 (d, J = 6Hz, [1H),] 7.40 (s, [1H),] 8.0-8. 2 (br [M, 1H)] ; MS (ES+) 428/430 [(M+H+),] 372/374 (M+H+-isobutene).

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 6313-54-8, 2-Chloroisonicotinic acid.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; Hughes, David, John; Worthington, Paul, Anthony; Russell, Charles, Adam; Ckarke, Eric, Daniel; Peace, James, Edward; Ashton, Mark, Richard; Coulter, Thomas, Stephen; Roberts, Richard, Spurring; Molleyres, Louis-Pierre; Cederbaum, Fredrik; Cassayre, Jerome; Maienfisch, Peter; WO2003/106457; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 103-74-2, 2-(2-Hydroxyethyl)pyridine, 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, Computed Properties of C7H9NO, blongs to pyridine-derivatives compound. Computed Properties of C7H9NO

Example 15l-(2-Chlorophenyl)-4-methyl-8-(2-pyridin-2-ylethoxy)[l,2,4]triazolo[4,3- a]quinoxaline (B-15)A mixture of compound B-13 (1.5 g, 4.83 mmol), 2-(2-hydroxyethyl)pyridine (0.654 mL, 5.79 mmol), di-tert-butylazadicarboxylate (1.33 g, 5.79 mmol) andtriphenylphosphine (1.52 g, 5.79 mmol), in THF (36 mL) was heated in a microwave oven for 20 min at 120 C (the reaction mixture was divided in three batches). Then 1 equiv. more of di-tert-butylazadicarboxylate and triphenylphosphine were added and the r.m. was heated again at the same conditions as before. Then the solvent was evaporated, the crude compound taken up in aq. sat. NaHC03 and then extracted with DCM. The organic layer was separated, dried (Na2S04), filtered and the solvent concentrated in vacuo. The crude mixture was purified by chromatography (silica, MeOH in EtOAc 0: 100 to 15:85) to give an oil that was made solid by addition of diethylether to yield final product B-15 as white solid (1.32 g, 65.7%). 1H NMR (500 MHz, CDCls) delta ppm 3.04 (s, 3 H), 3.14 (t, J=6.8 Hz, 2 H), 3.91 – 4.05 (m, 2 H), 6.67 (d, J=2.6 Hz, 1 H), 7.11 (dd, J=9.2, 2.6 Hz, 1 H), 7.17 (d, J=8.4 Hz, 1 H), 7.18 – 7.24 (m, 1 H), 7.48 – 7.54 (m, 2 H), 7.56 – 7.61 (m, 1 H), 7.64 (td, J=7.7, 1.9 Hz, 1 H), 7.68 (dd, J=5.9, 3.3 Hz, 1 H), 7.92 (d, J=9.0 Hz, 1 H), 8.57 (d, J=4.3 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,103-74-2, 2-(2-Hydroxyethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANDRES-GIL, Jose, Ignacio; ROMBOUTS, Frederik, Jan, Rita; TRABANCO-SUAREZ, Andres, Avelino; VANHOOF, Greta, Constantia, Peter; DE ANGELIS, Meri; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; GUILLEMONT, Jerome, Emile, Georges; BORMANS, Guy, Maurits R.; CELEN, Sofie, Jeanne, Leopoldine; VLIEGEN, Maarten; WO2013/924; (2013); 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.13362-78-2, name is (E)-1,2-Di(pyridin-4-yl)ethene, molecular formula is C12H10N2, molecular weight is 182.22, as common compound, the synthetic route is as follows.HPLC of Formula: C12H10N2

A mixture of ZnCl2(20 mg, 0.147 mmol), H4L(12 mg,0.02 mmol), dpe (9 mg, 0.05 mmol), CH3CN(2 mL),water (1 mL) and HCl (150muL of 6 mol/L) was sealed in an autoclave equipped with a Teflon liner (25 mL). The mixture was heated at 120 °C for 3 days, then cooled to roomtemperature. Colorless rod-shaped crystals of 2 were collected in ca. 32percent yield based on H4L. Elemental analysis for C114H92N8O28Zn4,calcd (percent): C, 59.96; H, 4.06; N, 4.91.Found (percent): C, 59.02; H, 4.17; N, 4.83. IR data (KBr, cm?1):3417 (s), 2360 (w), 2068 (w), 1672 (s), 1613 (s), 1560 (m), 1504 (m), 1430 (s), 1303 (m), 1228 (m), 1127 (s), 1072 (s),1026 (s), 976 (s), 844 (s), 616 (m), 569 (s), 548 (s), 511 (w).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13362-78-2, (E)-1,2-Di(pyridin-4-yl)ethene, and friends who are interested can also refer to it.

Reference:
Article; Wei, Jia; Zhou, Ting; Zuo, Yuxiang; Cheng, Wei-Wei; Liu, Mei-Pin; Bian, Rong-Rong; Chen, Ning-Ning; Xue, Yun-Shan; Tao, Jian-Qing; Transition Metal Chemistry; vol. 43; 6; (2018); p. 529 – 537;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 118289-17-1, 2-Bromopyridine-4-carboxaldehyde, 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, COA of Formula: C6H4BrNO, blongs to pyridine-derivatives compound. COA of Formula: C6H4BrNO

(a) 2-bromo-4-(difluoromethyl)pyridine To a solution of 2-bromoisonicotinaldehyde (2 g, 10.752 mmol) in dichloromethane was added DAST (6.613 g, 32.257 mmol) at -78 C. The mixture was warmed to room temperature slowly in 2 hours. The reaction mixture was quenched with saturated sodium bicarbonate and extracted with dichloromethane. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated to give 2-bromo-4-(difluoromethyl)pyridine (2 g, yield 90%). 1HNMR (400 MHz, CDCl3): delta=8.52?8.51 (d, J=8.0 Hz, 1H), 7.63 (s, 1H), 7.40?7.38 (d, J=8.0 Hz, 1H), MS (ESI): M/Z (M+1)=207.95.

The synthetic route of 118289-17-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIM, RONALD M.; Liu, Jian; Gao, Xiaolei; Boga, Sobhana Babu; Guiadeen, Deodialsingh; Kozlowski, Joseph A.; Yu, Wensheng; Anand, Rajan; Yu, Younong; Selyutin, Oleg B.; Gao, Ying-Duo; Wu, Hao; Liu, Shilan; Yang, Chundao; Wang, Hongjian; US2014/206681; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 78607-36-0 , The common heterocyclic compound, 78607-36-0, name is 2-Chloro-3-iodopyridine, molecular formula is C5H3ClIN, 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 flame-dried flask were added Pd(PPh3)4 (10 mol %), Xantphos (10 mol %), Cs2CO3 (3 eq) and 2-chloro-3-iodopyridine (1.2 eq). Then, 1NB (1 eq) and DMF (0.15 M) were added to the reaction mixture under an N2 atmosphere. The reaction mixture was stirred for 10 min at room temperature, and then heated at 140 C. in a pre-heated oil bath for 24 h. After that, the reaction mixture was cooled to room temperature, diluted with CH2Cl2, filtered through a short pad of Celite, and washed with CH2Cl2. The combined organic extracts were concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel to provide the product DFE-1NB-2 in 42% yield.

The synthetic route of 78607-36-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Zhu, Zhi-Qiang; (232 pag.)US2018/337345; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1001413-01-9 ,Some common heterocyclic compound, 1001413-01-9, molecular formula is C13H9F2NO3, 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.

Thiophene-2-methanamine (0.562 g, 0.00496 mol; Acros) and l-(3,4-difluoro-benzyl)- 2-oxo-l,2-dihydro-pytauidine-3-carboxylic acid (1.32 g, 0.00496 mol) and N,N,N,N’-tetramethyl- O-(7-azabenzotriazol-l-yl)uronium hexafluorophosphate (2.08 g, 0.00546 mol; Applied Biosystems) was dissolved in N,N-dimethylformamide (15.0 mL, Acros). To this was added N,N-diisopropylethylamine (4.32 mL, 0.0248 mol; Acros) and the reaction was stirred overnight at room temperature. The reaction was evaporated to dryness, then partitioned between 5% citric acid, ethyl acetate. The organic layer was washed with saturated sodium chloride, dried with sodium sulfate, filtered and concentrated. The residue was purified on preparative HPLC. Appropriate fractions were combined and evaporated to give the product in 1.04 g yield. MS m/z= 361.06 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. 1001413-01-9, 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); A2;,
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. 1108724-32-8, name is 3-Bromo-5-(1,1-difluoroethyl)pyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-5-(1,1-difluoroethyl)pyridine

Add benzophenone imine (215 mg, 1.19 mmol), cesium carbonate (640 mg, 1.96 mmol), (±)-2,2′-bis(diphenylphosphino)-l, -binaphthalene (BINAP, 98 mg, 0.16 mmol), tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 90 mg, 0.098 mmol] to the solution of 3-bromo-5-(l, 1 -difluoroethyl)pyridine (200 mg, 0.9 mmol) in dioxane (10 mL), stir the resulting mixture under nitrogen atmosphere at 100C for 16 hrs. Cool the reaction mixture to room temperature, filter off the solid, concentrate the filtrate under reduced pressure, purify by flash chromatography (silica gel, EtOAc_PE=2:l) to yield the title compound (296 mg, 92%). MS: (M+l): 323.

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, 1108724-32-8, 3-Bromo-5-(1,1-difluoroethyl)pyridine.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15862-30-3, 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. 15862-30-3, name is 3-Bromo-5-nitropyridine, molecular formula is C5H3BrN2O2, 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.

Step 1 To a solution of 3-bromo-5-nitropyridine (XCV) (295 mg, 1.45 mmol) in dioxane (14 mL) was added 2-benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (XCVI) (420 muL, 1.89 mmol), PdCl2(dppf)2, (120 mg, 0.15 mmol) and 2M aqueous K3PO4 (2.2 mL, 4.36 mmol). The reaction was microwaved at 90 C. for 2 h. The reaction was cooled and the organic phase was separated, dried over MgSO4 and evaporated under vacuum. The residue was purified by silica gel column chromatography (100% hexane?6:94 EtOAc:hexane) to give 3-benzyl-5-nitropyridine (XCVII) as brown oil (117 mg, 0.54 mmol, 37% yield). 1H NMR (DMSO-d6) delta ppm 4.16 (s, 2H), 7.21-7.25 (m, 1H), 7.31-7.33 (m, 4H), 8.45-8.46 (m, 1H), 8.93 (d, J=2 Hz, 1H), 9.21 (d, J=3 Hz, 1H); ESIMS found for C12H10N2O2 m/z 215.0 (M+H).

According to the analysis of related databases, 15862-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Mak, Chi Ching; Bollu, Venkataiah; Eastman, Brian; US2015/266825; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 86873-60-1, 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. 86873-60-1, name is 5-Chloro-2-picolinic acid, molecular formula is C6H4ClNO2, 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.

A mixture of 5-chloro-2-pyridinecarboxylic acid (1.0 g, 6.35 mmol) and cone. H2SO4 (0.1 ml) was heated in EtOH (10 ml) at 80 0C for 16 hours. After cooling and concentrating at reduced pressure, the residue was dissolved in EtOAc (50 ml), washed with saturated NaHCO3 (25 ml) and brine (25 ml), dried (MgSO4), filtered and re-concentrated at reduced pressure giving the title compound (990 mg, 84%).LCMS data: Calculated MH+ (186); Found 98% (MH+) m/z 186, Rt = 1.13 min. NMR data: 1H NMR (250 MHz, CDCl3) delta ppm 8.63 – 8.76 (1 H, m), 8.10 (1 H, d, J=8.4 Hz), 7.82 (1 H, dd, J=8.5, 2.4 Hz), 4.49 (2 H, q, J=7.2 Hz), 1.45 (3 H, t, J=7.2 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 86873-60-1, 5-Chloro-2-picolinic acid.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/135842; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem