Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic 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: 167837-43-6, blongs to pyridine-derivatives compound. Recommanded Product: 167837-43-6

To a solution OF METHYL- (2-METHYLBENZOFURAN-3-YLMETHYL)-AMINE (176 mg, 1.0 mmol), 3- (6-AMINO-PYRIDIN-3-YL)-ACRYLIC acid (150 mg, 0.91 mmol), HOBt (135 mg, 1.0 mmol) and diisopropylethylamine (0.46 mL, 2.7 mmol) in DMF (10 mL) was added EDC (209 mg, 1. 1 mmol). The yellow solution was stirred overnight at room temperature. The reaction mixture was cooled to 0 C then treated with H20 (40 mL) to form a precipitate. The precipitate was filtered, washed with H20 (20 mL) then with a 10% EtOAc: hexanes solution (10 mL). The solid was dissolved in a 10% MeOH: CH2Cl2 solution (20 mL), cooled to 0 C then treated with 2 mL of a 1.0 M HCl in ET20. After stirring for 10 minutes, the yellow solution was concentrated to dryness then triturated with Et2O (20 mL). The title compound was collected and dried under vacuo to yield the title compound (76.9%) as a mixture of amide rotamers. 1H NMR (300 MHz, DMSO-D6) 8 8. 41-8. 33 (m, 3H), 7.58- 7.02 (m, 6H), 4.93 and 4.74 (2 x s, 2H), 3.05 and 2.82 (2 x s, 3H), 2.53 and 2.48 (2 x s, 3H); MS (ESI) NALE 322 (M+ H) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid, and friends who are interested can also refer to it.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 95652-81-6, 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 95652-81-6, name is 6-Chloro-2-methoxynicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Step-2: Preparation of 6-chloro-2-methoxypyridine-3-carboxylic acid:-To a cold solution of 6-chloro-2-methoxypyridine-3-carbaldehyde (15.0 g, 0.087 mol) in acetone was added sulphamic acid (10.1 g, 0.105 mol) and sodium chlorite (9.4 g, 0.105 mol) at 0C. The reaction mass was stirred at room tempreture for 2 hours. Acetone was removed under vaccume and water was added to the reaction mass. The reaction mass fwas stirred for 1 hour and filtered to afford 15.0 g of desired product. ‘HNMR (DMSO- d6): delta 3.91 (s, 3H), 7.18 (d, J = 7.8 Hz, 1H), 8.14 (d, J = 7.8 Hz, 1H,), 13.15 (br s, 1H); MS [M+H]+ : 190.18.

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 95652-81-6, 6-Chloro-2-methoxynicotinaldehyde.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; GAJERA, Jitendra Maganbhai; NARAYANA, Lakshminarayana; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2012/110860; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13958-93-5, 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 13958-93-5, name is 3,5-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

3,5-Dichloroisonicotinic acid (5 g) was suspended in 12 mL of thionyl chloride and stirred under reflux for 18 hours. The reaction mixture was concentrated. The resulting acid chloride (1.30 g, 6.2 mmol) was dissolved in 5 mL of 1,4-dioxane at 0C. The reaction mixture was stirred at 0C for 15 minutes and allowed to warm to room temperature and stirred for an additional 30 minutes. It was then cooled to 0C and carefully quenched with 15 mL of water. The reaction mixture was extracted with CH2Cl2 and the combined organic layers were dried with Na2SO4 and concentrated under reduced pressure. The resulting crude product was purified by chromatography (3: 1 hexanes/EtOAc) to afford 650 mg of the alcohol intermediate. This alcohol intermediate was dissolved in 1 mL of thionyl chloride and stirred under reflux for an hour. The resulting reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the chloromethyl pyridine derivative as a yellow solid.

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 13958-93-5, 3,5-Dichloroisonicotinic acid.

Reference:
Patent; BIOGEN IDEC MA INC.; WO2004/92170; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 709652-82-4, 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 709652-82-4 as follows.

To a microwave vial equipped with a stirbar was dissolve 2-amino-5-bromonicotinonitrile (0.087 g, 0.44 mmol) in anhydrous acetonitrile (4 mL). To the solution was added potassium acetate(0.086 g, 0.86 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane (0.223 g, 0.86 mmol) and 1,1 ?-bis(diphenylphosphino)ferrocene-palladium(ll)dichloride (0.016 g, 0.022 mmol). The resulting mixture was microwaved at 150 C for 15 mm. To the mixture was added (1R,5S,6r)-6-(3-iodo- 1 -isopropyl- 1H-pyrazol-5-yl)-3-(oxetan-3-yl)-3-azabicyclo[3.1 .0]hexane (0.100 g, 0.26 mmol), 1M potassium carbonate (4 mL) and further1,1 ?-bis(diphenylphosphino)ferrocene-palladium(ll)dichloride (0.008 g, 0.011 mmol) and the resulting mixture was microwave at 110 C for 15 mm. The reaction mixture was diluted with 10 mL water and extracted with ethyl acetate (3 x 15 mL). The combined organic layers were dried over magnesium sulfate, filtered and concentrated to dryness in vacuo. This crude material was purified by RP-HPLC affording2-amino-5-(1 -isopropyl-5-((1R,5S,6r)-3-(oxetan-3-yl)-3-azabicyclo[3. 1 .0]hexan-6-yl)-1H-pyrazol-3-yl)nicotinonitrile (20.1mg, 21%): ?H NMR (400MHz, DMSO-d6) oe: 8.57 (s, 1H), 8.08 (s, 1H), 6.91(s, 2H), 6.35 (s, 1H), 4.73 -4.62 (m, 1H), 4.60-4.44 (m, 4H), 3.81 – 3.70 (m, 1H), 3.12 (d, J = 8.8Hz, 2H), 2.46-2.39 (m, 2H), 2.19-2.12 (m, 1H), 1.82- 1.76 (m, 2H), 1.42 (d, J = 6.5 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,709652-82-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

Step 1: ethyl 2-(6-(pyrrolidin-1-yl)pyridin-3-yl)acetate A reaction mixture of ethyl (6-chloropyridin-3-yl)acetate (0.30 g, 1.5 mmol) (Asymchem, Cat. #110112), pyrrolidine (0.14 mL, 1.6 mmol and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.25 mL, 1.6 mmol) in dimethyl sulfoxide (2.0 mL) was stirred at 150 C. overnight. The mixture was diluted with water, and extracted with ethyl acetate (3*10 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-40%) to afford the desired product (0.10 g, 28.4%). Analytic LCMS (M+H)+: m/z=235.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; US2010/240671; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19235-89-3, 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. 19235-89-3, name is 4-Chloropyridine-2-carbonitrile, molecular formula is C6H3ClN2, 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.

Example A15 A teflon capped vial was charged with 4-amino-3-fluorophenol (0.291 g, 2.29 mmol) and anhydrous DMF (2.3 mL). The resultant solution was de-gassed in vacuo and backfilled with argon (3*). The vial was treated with sodium tert-butoxide (0.27 g, 2.41 mmol) under argon and quickly capped. The reaction mixture was stirred at RT for 1 h. After addition of 4-chloropicolinonitrile (0.317 g, 2.29 mmol) and K2CO3 (0.174 g, 1.26 mmol), the vial was de-gassed again and heated in a 90 C. oil bath overnight. The reaction mixture was diluted with EtOAc (60 mL) and washed with brine (25 mL). The aqueous phase was back-extracted with EtOAc (50 mL). The combined organic layers were washed with brine (25 mL), dried (MgSO4), concentrated in vacuo and purified by chromatography to afford 4-(4-amino-3-fluorophenoxy)picolinonitrile (0.162 g, 31% yield) as a colorless oil. 1H NMR (DMSO-d6) delta 8.56 (d, J=5.6 Hz, 1H), 7.62 (d, J=2.0 Hz, 1H), 7.14 (dd, J=6.0, 2.8 Hz, 1H), 7.03 (dd, J=11.6, 2.4 Hz, 1H), 6.88-6.77 (m, 2H), 5.25 (s, 2H); MS (ESI) m/z: 230.0 (M+H+).

According to the analysis of related databases, 19235-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]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, 824-51-1, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methyl-1H-pyrrolo[2,3-b]pyridine

A mixture of 5-bromoJ-inethyI-2-((2(trimethylsiiyi)ethoxy)methyi)-2H4ndazole(Intennectiate 13, 0.25 rnL, 0.76 rnmoi), 6-methyF-1Hpyrrolo2,3-b]pyridine (100mg, 076 rnrnoi), IPd(ll) cinnamy1)Cl]2 (24 mg, 0.045 mmol), BippyPhos (47 mg, 0091 mmol), and sodium tertbutoxide (105 mg, 1 06 mmoi) in I ,4-dioxane (5 mL) was heated in a microwave reactor at 180 C for 2.0 minutes. The reaction mixture was diluted with 1-120 and extracted with EtOAc (5 mL x 3). The organic layer was dried (Na2SO4) and concentrated in vaeuo. Purification FCC, Si02, 0:100 to20:80. EtOAc:Hex) afforded the title compound (251 rng, 85%). MS (ESI): mass calcd. for C22H28NOSi, 392.2; mz found, 393.2 [M+Hi.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 824-52-2, 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.824-52-2, name is 5-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, molecular weight is 132.16, as common compound, the synthetic route is as follows.

Reference Example 2041,3-dimethyl-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1H-pyrazole-4-carbaldehydeTo a solution of 5-methyl-1H-pyrrolo[2,3-b]pyridine (1.70 g) in N,N-dimethylformamide (30 mL), which was cooled at 0 C. in an ice bath, was added 60% sodium hydride (in oil, 561 mg) with stirring, and the mixture was stirred at 0 C. for 30 min. 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (1.85 g) was added to this reaction mixture at 0 C., and the reaction mixture was stirred at 80 C. for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography (hexane-ethyl acetate 70:30, v/v), and crystallized from hexane-ethyl acetate to give the title compound (1.42 g, yield 48%) as colorless crystals.1H-NMR (300 MHz, CDCl3) delta:2.46 (s, 3H), 2.54 (s, 3H), 3.68 (s, 3H), 6.69 (d, J=3.6 Hz, 1H), 7.25-7.29 (m, 1H), 7.80-7.83 (m, 1H), 8.19 (d, J=2.1 Hz, 1H), 9.57 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 824-52-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tawaraishi, Taisuke; Imoto, Hiroshi; Cho, Nobuo; US2008/194617; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116308-35-1, 2-(Trifluoromethyl)nicotinaldehyde, 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, 116308-35-1, blongs to pyridine-derivatives compound. COA of Formula: C7H4F3NO

General procedure: The appropriate substituted pyridine aldehyde (10 mmol) was dissolved in ethanol (20 mL) and sodium metabisulfite (15 mmol) in 5 mL water was added in portion over 5 minutes. The reaction mixture was stirred at room temperature for 1 h, and subsequently stirred at 4C overnight and the formed precipitate was filtered and dried to get sodium bisulfite adducts.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116308-35-1, its application will become more common.

Reference:
Article; Ali, Mohamed Ashraf; Osman, Hasnah; Kumar, Raju Suresh; Almansour, Abdulrahman I.; Arumugam, Natarajan; Masand, Vijay H.; Panneerselvam, Theivendren; Letters in drug design and discovery; vol. 13; 7; (2016); p. 691 – 696;,
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.52559-11-2, name is Pyridine-2,3,4-triamine, molecular formula is C5H8N4, molecular weight is 124.14, as common compound, the synthetic route is as follows.Safety of Pyridine-2,3,4-triamine

Dissolve 2,3, 4-triaminopyridine (2.5 mmol) in water (20 mL). Add NAHCO3 (0.63 g, 7.5 mmol), dioxane (10 ML), AND 2-BROMO-1-(3-TRIRLUOROMETHYL-PYRIDIN-2-YL)-ETHANONE hydrobromide (0.5 g) and stir at 100C for 2 hours. Cool the mixture and extract with EtOAc (4 X 10 mL). Wash the combined organic extracts with brine and dry over NA2S04. Purify the residue by preparative HPLC to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52559-11-2, Pyridine-2,3,4-triamine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7652; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem