Day: July 2, 2021

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. 1214377-42-0, name is 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Product Details of 1214377-42-0

Alternative synthesis for intermediate 24:To a glass flask was added (S)-3-(5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino)- pyrrolidine-1-carboxylic acid tert-butyl ester (intermediate 23) (6.331 g, 15.86 mmol), 5- bromo-2-methoxy-3-(trifluoromethyl)pyridine (intermediate 1 ) (4.465 g, 17.442 mmol), sodium tert-butoxide (2.29 g, 23.78 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.726 g, 0.793 mmol), di-tert-butyl(2′-methylbiphenyl-2-yl)phosphine (0.297 g, 0.951 mmol) and anhydrous ferf-butanol (30 mL). The flask was flushed with a stream of nitrogen for 15 sec and capped. The mixture was heated with stirring for 4h under reflux. The mixture was allowed to cool to rt and partitioned between EtOAc (100 mL) and water (20 mL). The biphasic mixture was filtered the through a celite pad. The organic layer was separated and concentrated in vacuo to give crude (S)-3-[6-(6-methoxy-5-trifluoromethyl-pyridin-3-yl)- 5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-pyrrolidine-1 -carboxylic acid tert-butyl ester as a yellow foam (7.46 g, 95% yield).

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, 1214377-42-0, 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine.

Reference:
Patent; NOVARTIS AG; FERNANDES GOMES DOS SANTOS, Paulo Antonio; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SOLDERMANN, Nicolas; STOWASSER, Frank; TUFILLI, Nicola; ZECRI, Frederic; WO2013/1445; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54221-96-4, 6-Methoxypicolinaldehyde, 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, 54221-96-4, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methoxypicolinaldehyde

6-Methoxy-2-pyridinecarboxaldehyde (2.0 mL, 16.63 mmol) and 2,6-dimethylaniline(2.07 mL, 16.74 mmol) were dissolved in 30 mL of anhydrous methanol and the resultingmixture was allowed to stir magnetically for 5 h at room temperature. The solvent wasremoved under reduced pressure to give yellow powders. Yield: 2.53 g (63percent). Anal. Calcd(percent) for C15H16N2O (M = 240.31 g mol?1): C, 74.97; H, 6.71; N, 11.66. Found: C, 74.85; H, 6.72; N,11.62. FT-IR (KBr, cm-1): 3426(w), 3073(w), 2942(w), 2852(w), 1652(s), 1589(s), 1572(m),1539(w), 1466(s), 1443(m), 1412(w), 1378(w), 1334(m), 1324(m), 1267(s), 1232(w), 1195(m),1148(m), 1087(w), 1039(m), 985(w), 958(w), 915(w), 856(m), 805(m), 788(w), 768(s), 739(w),730(w), 690(w), 617(w), 562(w), 511(w), 487(w), 464(w). 1H NMR (400 MHz, CDCl3): delta 8.21 (s,1H, CH = N), 7.85 (d, 1H, Py-H5), 7.71 (t, 1H, Py-H4), 7.58 (d, 1H, Py-H3), 6.85?7.08 (m, 3H,Ph-H3,4,5), 3.99 (s, 3H, ?OCH3), 2.16 (s, 6H, ?CH3) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54221-96-4, its application will become more common.

Reference:
Article; Dong, Yu-Wei; Wang, Ping; Fan, Rui-Qing; Chen, Wei; Wang, A-Ni; Yang, Yu-Lin; Journal of Coordination Chemistry; vol. 70; 11; (2017); p. 1953 – 1972;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 74784-70-6, 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. 74784-70-6, name is 5-(Trifluoromethyl)pyridin-2-amine, molecular formula is C6H5F3N2, 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 sealed tube, dissolve 4-(5-chloro-l,8-naphthyridin-2-yl)-5-(trifluoromethyl)- pyrimidin-2-ol (237 mg, 0.725 mmol), 2-amino-5-trifluoromethyl-pyridme (176 mg, 1.09 mmol), and CS2CO3 (709 mg, 2.18 mmol) in dry dioxane (7 mL). Bubble argon through the solution for five minutes. Add Pd2dba3 (66 mg, 0.0725 mmol) and xantphos (42 mg, 0.0725 mmol) and bubble argon through the solution for an additional five minutes. Seal the tube and heat at HOC overnight. Cool the mixture and dilute with Et2O. Filter the solution through Celite. Discard the filtrate. Wash the Celite bed with MeOH. Concentrate the methanolic filtrate under reduced pressure. Purify the crude residue by silica gel chromatography eluting with CH2Cl2ZMeOH (90/10) to yield the title compound. LC/MS (MH+) 453.10.

According to the analysis of related databases, 74784-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/81388; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1001413-01-9, 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic 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, SDS of cas: 1001413-01-9, blongs to pyridine-derivatives compound. SDS of cas: 1001413-01-9

Compound 53.3 (0.094 grams, 0.204 mmol) was dissolved in methanol (5 ml). A scoop of palladium on carbon (Degussa Type ElOl NEAV wet) was added followed by 4.0M HCl p-Dioxane (1 ml). This mixture was placed on a Parr shaker at 40 psi for 48 hours, filtered through Celite, and concentrated. This residue was mixed with Compound 20.2 (54 milligrams, 0.204 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (47 milligrams, 0.245 mmol) and 1-hydroxybenzotriazole monohydrate (38 milligrams, 0.245 mmol), dissolved in N,N-dimethylformamide (2 ml) and diisopropylethylamine (0.178 ml, 1.02 mmol) was added. The reaction was stirred at ambient temperature for 16 hours and then flooded with ethyl acetate, washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and concentrated to yield Compound 53.4 (2.8 milligrams, 0.006 mmol). ES (+) MS m/e = 461 (M+H). IH NMR (400 MHz, MeOH-d4) delta ppm 4.60 (s, 2 H) 5.14 (s, 2 H) 6.49 (m, 1 H) 6.60 (m, 1 H) 7.11 (m, 2 H) 7.23 (m, 1 H) 7.37 (m, 1 H) 7.83 (m, 1 H) 7.96 (m, 1 H) 8.29 (m, 1 H) 8.40 (m, 1 H) 8.69 (d, J=8.31 Hz, 1 H).

The synthetic route of 1001413-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54923-31-8, 5-Bromo-6-methylpyridin-2-ol, 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, 54923-31-8, blongs to pyridine-derivatives compound. Safety of 5-Bromo-6-methylpyridin-2-ol

Step B.4-(5-Bromo-6-methyl-pyridin-2-yloxy)-butyric acid, ethyl ester A mixture of 5-bromo-6-methyl-pyridin-2-ol (1.3 g, 6.9 mmol), 4-bromo-butyric acid ethyl ester (2.7 g, 13.8 mmol) and K2C03 (2.8 g, 20.7 mmol) in DMF (20 mL) was heated at 110C under a dry N2 atmosphere for 16 h. After cooling, the mixture was diluted with 200 mL of H2O, and twice extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (EA/PE=1/10) to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54923-31-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; LI, Bing; SZEWCZYK, Jason W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi P.; PIO, Barbara; DANG, Qun; LIN, Linus S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/89809; (2015); A1;; ; Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William, K.; LI, Bing; SZEWCZYK, Jason, W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi, P.; PIO, Barbara; DANG, Qun; LIN, Linus, S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/95256; (2015); 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.152460-09-8, name is N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine, molecular formula is C16H13N5O2, molecular weight is 307.31, as common compound, the synthetic route is as follows.Application In Synthesis of N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine

In to a hydrogenation kettle a N-(5-nitro-2-methylphenyl)-4-(3-pyridinyl)-2- pyridineamine (20 g; 0.0.0651 mol) obtained from step-B and methanol (400ml) were added. Wet Raney’s nickel (8g) was washed thoroughly with water and was charged into hydrogenation kettle. Hydrogenation was conducted at 60psi at 25C for 45hours. The reaction mixture was filtered and washed with methanol (200ml). The combined filtrates were concentrated in vacuum, treated with a mixture of water (100ml) and chloroform (200 ml). The organic layer was washed with water (3x50ml) and distilled under vacuum. Residual solid was brought to room temperature and ethyl acetate (150ml) was charged. The solution was heated to reflux temperature and cooled down with stirring to 0-5C. The crystalline solid was filtered off and washed with chilled ethyl acetate (10ml), dried to afford title compound (15.0g, yield: 82.7%) of the title product. Purity (by HPLC): 99.40%) Melting point: 143-147C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,152460-09-8, N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala Kishan; RACHAKONDA, Sreenivas; GAMPA, Venu Gopala Krishna; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah Chowdary; WO2013/35102; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 108-96-3, Pyridin-4(1H)-one, 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, Product Details of 108-96-3, blongs to pyridine-derivatives compound. Product Details of 108-96-3

Example 45; 4-[[2-(4-Pyridinyloxy)ethyl](2,2,2-trifluoroethyl)amino]-2- (trifluoromethyl)benzonitrile; Synthesized as described in Example 1C from 4-[(2-hydroxyethyl)(2,2,2- trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile and 4-pyridone, using dry DME as reaction solvent: 1H NMR (400 MHz, CDCI3) delta 8.45 (dd, J = 5.0, 1.3 Hz, 2H), 7.68 (d, J = 8.8 Hz, 1 H), 7.18 (d, J = 2.5 Hz, 1 H), 7.01 (dd, J = 8.7, 2.6 Hz, 1 H), 6.77 (dd, J = 4.9, 1.3 Hz, 2H), 4.27 (t, J = 5.2 Hz, 2H), 4.19 (q, J = 8.5 Hz, 2H), 4.04 (t, J = 5.3 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108-96-3, Pyridin-4(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/44707; (2006); 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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. Safety of Thieno[3,2-b]pyridin-7(4H)-one

A stirred suspension of thieno[3,2-b]pyridin-7-ol (1, 5.0 g, 33.1 mmol) in POCls(15 mL) was heated to 105C in an oil bath for 4 hrs. The resultant solution was cooled toroom temperature and the POCls was removed under reduced pressure. The residue wascooled in an ice/water bath and cold water was added. The water was made basic withconcentrated NlrLtOH solution and extracted with EtOAc. The organic extract was driedover anhydrous sodium sulfate and concentrated to produce an oil which was purified bycolumn chromatography (eluent EtOAc-hexane, 1:4) to afford the title compound as abrown solid (4.5 g, 72% yield). .H NMR (400 MHz, CDC13) 8 (ppm): 8.60 (d, J= 4.9 Hz,1H), 7.80 (d, J= 5.5 Hz, 1H), 7.60 (d, J= 5.5 Hz, 1H), 7.30 (d, J= 4.9 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 69627-02-7.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 156118-16-0, 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. 156118-16-0, name is 3-Amino-6-bromo-4-methylpyridine. A new synthetic method of this compound is introduced below.

To a solutionof 27(4.00 g, 21.4 mmol) in AcOH (300 ml) was added NaNO2 (1.48 g, 21.4mmol) and stirred overnight at roomtemperature. The reaction mixture was concentrated in vacuo. The residue was diluted with EtOAc and washed with saturatedNaHCO3 aqueous solution and brine. Theorganic layer was dried over anhydrous MgSO4 and reduced underpressure. The residue was purified bysilica gel column chromatography (0-50% EtOAc in hexanes) to afford 28 as a yellow solid (2.48 g, 59%yield).1H NMR (300 MHz, CDCl3): delta ppm7.86 – 7.90 (m, 1 H), 8.09 – 8.14 (m, 1 H), 8.83 – 8.88 (m, 1 H).MS ESI/APCI Dual m/z: 198 [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,156118-16-0, its application will become more common.

Reference:
Article; Matsuda, Daisuke; Kobashi, Yohei; Mikami, Ayako; Kawamura, Madoka; Shiozawa, Fumiyasu; Kawabe, Kenichi; Hamada, Makoto; Oda, Koji; Nishimoto, Shinichi; Kimura, Kayo; Miyoshi, Masako; Takayama, Noriko; Kakinuma, Hiroyuki; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3441 – 3446;,
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.94413-70-4, name is 4-(Aminomethyl)-2-methylpyridine, molecular formula is C7H10N2, molecular weight is 122.1677, as common compound, the synthetic route is as follows.Safety of 4-(Aminomethyl)-2-methylpyridine

To a stirred solution of 3-(3,4-dimethoxyphenyl)-8-iodo-2,6-dimethylimidazo[l,2-b]pyridazine (0.1 g, 0.240 mmol) and (2-methylpyridin-4-yl)methanamine (0.06 g, 0.312 mmol) in toluene (2 mL) was added cesium carbonate (0.156 g, 0.48 mmol), 2,2′-bis(diphenylphosphino)-l ,l ‘- binaphthyl (BINAP (7 mg, 0.012 mmol) and Pd(OAc)2 (2 mg, 0.012 mmol). The reaction was stirred at l05C for l6h. Upon completion, the reaction was diluted with 10% MeOH-CH2Cl2 and filtered through a celite bed. The filtrate was concentrated and the obtained solid was washed with acetonitrile to afford 3-(3,4-dimethoxyphenyl)-2,6-dimethyl-N-((2-methylpyridin-4- yl)methyl)imidazo[l,2-b]pyridazin-8-amine (0.09 g, 91.83%) as a pale brown solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94413-70-4, 4-(Aminomethyl)-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; CUROVIR AB; WESTMAN, Jacob; (78 pag.)WO2020/74160; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem