Month: October 2020

Adding a certain compound to certain chemical reactions, such as: 109-04-6, 2-Bromopyridine, 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, 109-04-6, blongs to pyridine-derivatives compound. 109-04-6

Example 32; 2-tributylstannylpyridine (18); Butyllithium (2.5 M in hexane, 6.33 mmol) is added to a solution of 2-bromopyridine (1 g, 6.33 mmol) in THF (12 mL) freshly distilled and degassed at -78 C. The reddish solution is stirred for 30 minutes at -78 C. Tributyltin chloride (1.7 mL, 6.33 mmol) is then added and the solution is stirred for 1 hour -78 C. and for 1 hour at room temperature. The mixture is treated with a NH4Cl saturated solution and extracted with diethylic ether. The organic phase is washed with a NaCl saturated solution, dried over MgSO4 and concentrated under reduced pressure. The residue is submitted to aluminium column chromatography (hexane/AcOET: 20/1), thus providing a pure product with a yield of 94%.1H RMN (CDCl3) delta (ppm): 8.73 (ddd, J=4.9, 1.9, 1.0, 1H, H6), 7.48 (dt, J=7.4, 1.8, 1H, H5), 7.39 (dt, J=7.4, 1.6, 1H, H3), 7.10 (ddd, J=6.9, 4.9, 1.7, 1H, H4), 1.70-1.05 (m, 18H, CH2), 0.85 (t, 9H, J=7.3, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-04-6, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.; US2010/4443; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, 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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

1) Replace the reaction flask three times with inert gas N2,Add 1140g of toluene to the reaction flask.Then, 93 g of 4-(6-aminopyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester was added.Cool down to 20 C,Add 140g of isopropylmagnesium chloride,After the addition is completed within 1 hour,Activated for 30 minutes;Continue to add 95 g of 6-bromo-2-chloro-8-cyclopentyl-5-methyl-pyrido[2,3-D]pyrimidin-7(8H)-one, and complete the addition within 1 hour;Continue to add 140g of isopropylmagnesium chloride,After the addition is completed within 1 hour,The temperature was raised to 60 C for 30 minutes.Until the end of the reaction,By adding dropwise a mixture of acetic acid/tetrahydrofuran (mass ratio of acetic acid to tetrahydrofuran: 1:10), the pH of the solution was adjusted to precipitate a solid, and the temperature was lowered to 0 C, filtered, and the filter cake was dried to obtain a yellow solid powder intermediate I141 g, yield 87%. . The HPLC chromatogram of the obtained Pabsini intermediate I is shown in Fig. 2. As can be seen from Fig. 2, the purity of the intermediate I is99.45%.

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 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; Chongqing San Sheng Industrial Co., Ltd.; Wen Jiandong; Peng Lei; He Wei; Yang Zhikun; Fan Jun; Yang Huan; (11 pag.)CN109336886; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

620-08-6, Adding a certain compound to certain chemical reactions, such as: 620-08-6, 4-Methoxypyridine, 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, 620-08-6, blongs to pyridine-derivatives compound.

4-methoxypyridine 2a (0.5 mmol) and aniline 3a (0.75 mmol) were sequentially added to the reaction tube under N2 atmosphere.a mixture obtained by dissolving a base (0.75 mmol) of THF and a solvent (0.5 ml) in a concentration of 1.0 M in advance,Heat to T C, stir the reaction for about 16 h until the conversion of the raw materials is completed, and return to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filtered on silica gel or diatomaceous earth, washed with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1aa.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,620-08-6, its application will become more common.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 117519-09-2, name is 3-Amino-2-chloro-6-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. 117519-09-2

Example 117 [5-TRIFLUOROMETHYL-2- [4- (3-TRIFLUOROMETHYL-PYRIDIN-2-YL)-PIPERAZIN-1-YL]-LH-] imidazo [4,5-b] pyridine, trifluoroacetic acid salt. (a) [N2-(4-METHOXY-BENZYL)-6-TRIFLUOROMETHYL-PYNDINE-2,] 3-diamine. A mixture of the [3-AMINO-2-CHLORO-6- (TRIFLUOROMETHYL)] pyridine (416 mg, 2.1 mmol, Matrix), 4-methoxy-benzylamine (294 mg, 2.1 mmol, Aldrich) and sodium bicarbonate (265 mg, 3.2 mmol) in isoamyl alcohol (0.6 mL) was heated at [220 C] in a microwave synthesizer for 30 min. The reaction mixture was then cooled to room temperature, diluted with MeOH (5 mL), filtered and the filtrate was evaporated in vacuo. The residue was purified by preparative HPLC (gradient 0.1% trifluoroacetic acid in acetonitrile) to give the title compound as a yellow oil. MS (ESI, pos. ion) [M/Z] : 298 [(M+1)]

Statistics shows that 117519-09-2 is playing an increasingly important role. we look forward to future research findings about 3-Amino-2-chloro-6-(trifluoromethyl)pyridine.

Reference:
Patent; AMGEN INC.; WO2004/35549; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1990-90-5, 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. 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, 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: tert-butyl (3-methylpyridin-4-yl)carbamate (6B) To a solution of 3-methylpyridin-4-amine (6A) (38.0 g, 0.35 mol) in 1-butanol (300 mL) was added (Boc)2O (84.3 g, 0.38 mol). The mixture solution was stirred at r.t. for 8 hours. Then the solution mixture was diluted with EA (1000 mL), washed with water (2*500 mL) and brine (1*250 mL), dried with Na2SO4 and concentrated. The crude product was purified by flash chromatography to afford the title compound 6B (73.0 g, 99%) as a white solid.

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. 1990-90-5, 3-Methylpyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Fronthera U.S. Pharmaceuticals LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; LI, Yao; (169 pag.)US2019/367515; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 16013-85-7, name is 2,6-Dichloro-3-nitropyridine,molecular formula is C5H2Cl2N2O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 16013-85-7

At room temperature2,6-dichloro-3-nitropyridine (2.50 g) of N-methylpyrrolidone (25 mL) Copper cyanide (1) (2.32 g), and stirred at 180 C for 1 hour.After the reaction mixture was cooled to room temperature, ethyl acetate and water were added, and the mixture was filtered through celite. The filtrate was washed with saturated brine, and the aqueous layer was re-extracted with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the organic layer. The obtained crude product was purified by silica gel column chromatography (elution solvent: n-hexane / ethyl acetate = 90/10 to 70/30) to obtain the title compound (0.90 g).

With the rapid development of chemical substances, we look forward to future research findings about 16013-85-7.

Reference:
Patent; KISSEI PHARMACEUTICAL CO., LTD.; SHIMIZU, KAZUO; MIYAGI, TAKASHI; OHNO, KOHSUKE; UENO, YASUNORI; ONDA, YUSUKE; SUZUKI, HIKARU; (70 pag.)TW2016/5823; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

108-48-5, Adding a certain compound to certain chemical reactions, such as: 108-48-5, 2,6-Dimethylpyridine, 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, 108-48-5, blongs to pyridine-derivatives compound.

In a separate flask, a mixture of 2,6-bis(methyl)pyridine(3.5 mL, 30 mmol) and N-bromosuccinimide (NBS) (10.70 g, 60.12 mmol) in CCl4 (400mL) was refluxed in the presence of azodiisobutyronitrile (AIBN) (0.15 g, 0.9 mmol) for 6 h under theirritation of 200 W lamp. After being cooled to room temperature, the mixture was filtered and the filtrate was concentrated in vacuo. Purification was achieved by flashed column chromatography using ethyl acetate / petroleum ether = 1 / 10 as eluent. The second band solution was collected, combined and evaporated in vacuo to afford the product as a white crystal (4.5 g, 37%). 1H NMR (delta, ppm,400 M, CDCl3): 4.55(s, CH2), 7.38 (d, Py, J= 7.76 Hz), 7.72 (q, Py).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-48-5, its application will become more common.

Reference:
Article; You, Xiuli; Wei, Zhenhong; Inorganica Chimica Acta; vol. 423; PA; (2014); p. 332 – 339;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 624-28-2, name is 2,5-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. 624-28-2

A mixture of 2,5-dibromopyridine (12.2 g, 51.5 mmol) and (S)-hydroxypyrrolidine (2.80 g, 32.1 mmol) in toluene (50 mL) was heated to reflux overnight. The mixture was allowed to cool to rt, and the solvents were removed under reduced pressure. The residue was dissolved with EtOAc (150 mL), and the mixture was washed with aq. 10% K2CO3. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane?heptane/EtOAc 1:2) yielded the title compound (3.62 g, 46%). LC-MS: tR=0.48 min; ES+: 243.15.

Statistics shows that 624-28-2 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromopyridine.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2009/62342; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

115473-15-9, 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 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

The temperature was controlled at 10 to 15 C, 3000 ml of acetonitrile was added to the reaction flask, and 428 g (2.23 mol) of5,6,7,7a-tetrahydrothiophene [3,2-c] 2-pyridone hydrochloride, 1180 g of potassium hydrogencarbonate was slowly added, and then 488 g (2.05 mol) of intermediate 1 was mixed with 400 ml of acetonitrile The reaction mixture was stirred for 18-20 hours. The reaction was monitored by TLC. The solid was filtered off and the solid was removed. The filtrate was concentrated under reduced pressure to distill off the solvent. To the residue was added 1500 ml of ethyl acetate and 1500 ml of n-hexane And the mixture was stirred at 50-60 C for 2 hours. The mixture was filtered through hot filtration and the solid was discarded. The solvent was distilled off from the filtrate under reduced pressure. The residue was dissolved in 1500 ml of acetone, cooled to 5-10 C, and 40% hydrobromic acid 337 ml, The reaction mixture was stirred at 20-25 C for 3 h, cooled to 0-5 C, filtered and rinsed with 200 ml of acetone and dried in vacuo at 40 C for 2 h to give intermediate 2 (5- (alpha-cyclopropylcarbonyl -benzyl) -2-oxo-2,4,5,6,7,7a-hexahydrothieno (3,2-c) pyridine) in about 423 g, 45-60%

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 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; Beijing Pharmaceutical Technology Development Co., Ltd.; li, jiao; zhao, bo; zhang, lei; (9 pag.)CN105503900; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 74115-13-2 as follows., 74115-13-2

[0674] To a solution of 5-bromopyridin-3-ol (LXVII) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 h and then cooled to 25C. The (bromomethyl)benzene (LXXI) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25 C overnight. The reaction was worked-up using a saturated sodium bicarbonate and EtOAc extraction. The product was purified by ISCO column (40-100% EtOAc- hexanes). The 3-(benzyloxy)-5-bromopyridine (LXXII) ( 105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil. ESIMS found for Ci2Hi0BrNO mlz 266.1 (M+H).

The chemical industry reduces the impact on the environment during synthesis 74115-13-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24013; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem