Day: February 20, 2021

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 87109-10-2, name is 3-Phenylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Phenylpyridin-2-amine

To a solution of 3-phenylpyridin-2-amine (1.00 g, 5.88 mmol) in dichloromethane (30 mL) at 0 C was added a solution of o-mesitylsulfonyl hydroxylamine (2.81 g, 11.8 mmol) in dichloromethane (20 mL) dropwise. The resulting mixture was warmed to 20 C and stined for 2 h. The mixture was concentrated, and the residue was diluted with isopropyl ether (40 mL) and stined for 15 mm. The precipitate was filtered, washed with isopropyl ether (20 mL x 3), and dried to give the title compound. MS: m/z = 186.0 (M+ 1).

With the rapid development of chemical substances, we look forward to future research findings about 87109-10-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-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, Recommanded Product: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, blongs to pyridine-derivatives compound. Recommanded Product: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

To a solution OF 5-CHLORO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid (Preparation 18,223mg, 1.13mmol) and commercially available (lS, 2S)- (+)-2- AMINO-3-METHOXY-1-PHENYL-1-PROPANOL (200mg, L. 10MMOL) in DMF (5mL) was added HOBt (173mg, 1. 13MMOL), DIPEA (0.42mL, 2. 41mmol) and EDCI (260mg, 1. 36mmol). After stirring at rt for 12h the mixture was added to diluted brine (100mL, water/brine: 1/1). Extraction with ethyl acetate (4 x 25mL), washing of the combined extracts with diluted hydrochloric acid (1M, 30ML), diluted aqueous sodium hydroxide solution (1M, 30ML) and brine (30mL) followed by drying over magnesium sulphate gave after concentration a residue which was purified by flash chromatography on silica gel (eluent: ethyl acetate). The title compound was obtained as colourless solid. 8H (CD30D): 3.37 (3H, s), 3.34 (1H, dd), 3.66 (1H, dd), 4.53 (1H, ddd), 5.03 (1H, d), 7.15 (1H, s), 7.25-7. 45 (5H, 3m), 7.68 (1H, s), 8.58 (1H, s); m/z (ES+) = 360.22 [M+ H] + ; RT = 3. 12MIN.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84249-14-9, 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 84249-14-9 as follows.

81A. 4-Bromo-5-chloropyridin-2-amine To a stirred solution of 4-bromopyridin-2-amine (30 g, 173 mmol) in DMF (350 mL) at -20 C. was added 1-chloropyrrolidine-2,5-dione (24 g, 182 mmol). The reaction mixture was allowed to stir at rt for 24 h. The reaction mixture was poured into a cold solution of 1M NaOH (300 mL) and the mixture was extracted with Et2O (2*400 mL). The combined extracts were washed with water (3*200 mL), brine (200 mL), dried over Na2SO4, filtered and concentrated. The crude material was recrystallized from DCM which afforded 4-bromo-5-chloropyridin-2-amine as red solid (22 g, 106 mmol, 61% yield). LC-MS Anal. Calc’d for C5H4BrClN2 205.93. found [M+H] 206.9. 1H NMR (400 MHz, CDCl3) delta 8.08 (s, 1H), 6.81 (s, 1H), 4.49 (br. s., 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,84249-14-9, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; Ellsworth, Bruce A.; Shi, Jun; Ewing, William R.; Jurica, Elizabeth A.; Hernandez, Andres S.; Wu, Ximao; US9133163; (2015); B2;,
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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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. Application In Synthesis of 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

To a solution of 4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (10.0 g, 67.5 mmol) in MeOH (1.50 L) and conc. HCl (30 mL) was added 10% Pd(OH)2 (19 g) under N2 atmosphere. The N2 gas was displaced by H2 gas and the mixture was stirred for 26 hours at RT under hydrogen atmosphere. The H2 gas was displaced by N2 gas. The mixture was filtered through Celite, washed with MeOH and concentrated. The residue was triturated with EtOH, collected with Buchner funnel, and dried under vacuum pressure to give the titled compound as a white solid (11.5 g, 90%). 1H NMR (400 MHz, DMSO-d6): delta ppm 11.86 (brs, 1H), 5.98 (s, 1H), 3.78 (m, 2H), 2.20 (s, 3H), 2.16 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 769-28-8.

Reference:
Patent; Kuntz, Kevin Wayne; Campbell, John Emmerson; Seki, Masashi; US2014/107122; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 941294-54-8, 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.941294-54-8, name is 5-Bromo-2-methoxynicotinonitrile, molecular formula is C7H5BrN2O, molecular weight is 213.03, as common compound, the synthetic route is as follows.

Example 2 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine 35 ml (23.47 mmol) of hydrazine is added at room temperature to 5 g (23.47 mmol) of 5-bromo-2-methoxynicotinonitrile. The reaction medium is carried at 100 C. for 3 hours. After returning to room temperature, the precipitate obtained is filtered, rinsed with water and then dried at 50 C. to yield 3.6 g (72%) of 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine in the form of a yellow solid. LCMS (EI, m/z): (M+1) 214.05 1H NMR: deltaH ppm (400 MHz, DMSO): 12.18 (1H, s, NH), 8.38 (1H, d, CHarom), 8.37 (1H, d, CHarom), 5.66 (2H, s, NH).

The chemical industry reduces the impact on the environment during synthesis 941294-54-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; KRUCZYNSKI, Anna; SCHMITT, Philippe; PEREZ, Michel; RAHIER, Nicolas; US2013/85144; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7379-35-3, 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. 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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 suspension of sodium 2-methylpropan-2-oiate (23 g, 2,478 mmoi) in DM50(700 mL), a solution of i,4-dioxaspiro[4.Sjdecan-8-ol (196 g, 1,239 mmol) in DM50 (300 mL) was added followed by 4-chioropyridinc hydrochloride (186 g. 1,239 mmoi) portion-wise while maintaining the temperature below 40 ¡ãC with a water bath, The rnizture was then heated at 0 ?C for 4 h until the complete disappearance of the starting material. The mixtnre was then quenched with 100 mL of water and partially concentrated to remove most of the DM50 (waterbath at 0 ?C). The resulting viscous material was then diluted with water and extracted with EtOAc three times. The organic layers were combined and dried over MgSO4 and concentrated to afford 4-(1,4-dioxaspiro[4.5]decan–yloxy)pyridine as beige sohd, The solid was transferred to a vacuum filter cup, washed with a minimum amount of MTBE twice at room temperature, and dried under reduced pressure to give the title compound as a light-brown solid (254.5 g,87percent). The mother liquor was concentrated to give a wet solid which was triturated with MTBE. The resulting solid was removed by filtration and washed with a minimum amount of MTBE to give a second crop of the title compound as a light-brown solid (14 g, 4.8percent). Exact mass caicniatcd for Cj3F117N03: 23.5.3.) found LCMS rn/a =236.0 [M+i-1]t.

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 7379-35-3, 4-Chloropyridine hydrochloride.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; THE UNIVERSITY OF COPENHAGEN; JONES, Robert M.; SCHWARTZ, Thue Walter; KRISTENSEN, Line Vildbrad; MADSEN, Torben Andreas Nygaard; WO2014/74700; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1232431-11-6 ,Some common heterocyclic compound, 1232431-11-6, molecular formula is C6H7BrN2O, 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.

5-Bromo-4-methoxy-pyridin-2-ylamine (9.50 g, 46.79 mmol), hexane-2, 5-dione (7.08 mL, 60.83 mmol) and p-toluenesulfonic acid (0.81 g, 4.68 mmol) in toluene (80 mL) are stirred over night at l20C using a Dean-Stark-apparatus. The reaction mixture is concentrated under reduced pressure, taken up in DCM and purified by silica gel chromatography (DCM). Yield: 7.60 g (58%) ESI-MS: m/z = 281 and 283 [M+H]+ (Br-isotopic pattern) Rt(HPLC): 1.13 min (method 1)

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. 1232431-11-6, 5-Bromo-4-methoxypyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BERRY, Angela Kay; BOUYSSOU, Thierry; GOTTSCHLING, Dirk; HEINE, Niklas; NETHERTON, Matthew Russell; (119 pag.)WO2019/161010; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 63071-13-6, 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. 63071-13-6, name is 4-Chloropicolinaldehyde. A new synthetic method of this compound is introduced below.

Preparation of 4-chloro-2-(difluoromethyl)pyridine: To a solution of 4-chloropicolinaldehyde (1.0 grams, 7.06 mmol) in anhydrous CH2Cl2 (40 mL) cooled to -78 C was added Diethylaminosulfur trifluoride (3.7 mL, 28.2 mmol) over a 2 minute period. The solution was warmed to room temperature and stirred for 4 hours. The reaction mixture was cooled to 0 C, and was slowly quenched with the addition of a 1:1 mixutre of aquoues NaHCO3 (sat.) and 1M NaOH. The solution was extracted with CH2Cl2 (2x), and the organic layer was washed with water, brine, dried (Na2SO4) and concentrated to obtain a red brown oil (0.78 g, 68% yield). The product was used as is in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-13-6, its application will become more common.

Reference:
Patent; GlaxoSmithKline LLC; VU, Chi, B.; DISCH, Jeremy, S.; SPRINGER, Stephanie, K.; BLUM, Charles, A.; PERNI, Robert, B.; (212 pag.)EP2273992; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 131748-14-6, Adding some certain compound to certain chemical reactions, such as: 131748-14-6, name is 4-Chloro-(2-trifluoromethyl)pyridine,molecular formula is C6H3ClF3N, 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 131748-14-6.

Example 2: Preparation of 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine hydrochloride To a solution of N-feri-butyloxycarbonyl-protected tyramine (130 g, 550 mmol), potassium carbonate (76 g, 550 mmol), and catalytic amounts of potassium iodide in N-methyl-2- pyrrolidone (NMP, 400 ml.) that was stirred for 10 minutes at room temperature was added 4- chloro-2-trifluoromethylpyridine (100 g, 550 mmol). The reaction mixture was then heated to 160C for 6 h, cooled, poured into water and extracted with methyl-feri-butylether (MTBE, 3x). The combined organic layers were washed with succesivly with 3 N NaOH and water, dried over Na2S04, and reduced in vacuo. The crude residue was purified by flash silica gel column chromatography to afford a 48% (102 g, 265 mmol) yield of N-tert-butyloxycarbonyl-protected 2-[4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine. To a solution of this material in dioxane (200 ml.) was added 4 M HCI in dioxane (250 ml_). The solution was left overnight to stir at room temperature, which resulted in precipitation of 2-[4-[[2-(trifluoromethyl)-4- pyridyl]oxy]phenyl]ethanamine hydrochloride. The reaction solution was evaporated and the residue was stirred with pentane and filtered to provide 100% (37 g, 104 mmol) of the desired amine hydrochloride.

According to the analysis of related databases, 131748-14-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113787; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5345-47-1, 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 5345-47-1, name is 2-Aminonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(A) EtOH (500 mL) was added to 2-amino-nicotinic acid (25 g), followed by H2SO4 (25 mL, cone), and the mixture stirred at 75C overnight. The reaction mixture was then redissolved in H2O, neutralized with Na2CO3 (aq), and the resulting precipitate filtered and dried to provide 2-amino-nicotinic acid ethyl ester, which was used without further purification.

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 5345-47-1, 2-Aminonicotinic acid.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BUETTELMANN, Bernd; GOYAL, Bindu; PALMER, Wylie Solang; WO2010/97335; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem