Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 55876-82-9, Ethyl 5-methylpicolinate, 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, 55876-82-9, blongs to pyridine-derivatives compound. SDS of cas: 55876-82-9

Synthesis Example 2 2-Carboxy-5-methylpyridinium chloride STR25 78.1 g of the crude product of the ethyl 5-methylpyridine-2-carboxylate obtained in Synthesis Example 1 was dissolved in 200 ml of 6N-hydrochloric acid, followed by heating under reflux for 16 hours. The reaction solution was concentrated in a reduced pressure. Then, acetonitrile was added to the residue, and the white crystal thus precipitated was recovered by filtration, washed with acetonitrile and dried at 90 C. to give 26.3 g of the title compound. Yield 37%. 1H-NMR (400 MHz, CDCl3) delta; 8.51 (1H, m), 8.37 (1H, m), 8.21 (1H, d, J=8.0 Hz), 2.42 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55876-82-9, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; US5789403; (1998); 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 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H13NO

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 83766-88-5.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120739-77-7, 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. 120739-77-7, name is N-((6-Chloropyridin-3-yl)methyl)ethanamine. A new synthetic method of this compound is introduced below.

EXAMPLE 12 A solution of 2.4 g (0.014 mol) of N-(6-chloro-3-pyridyl)methyl-N-ethylamine, 1.4 g (0.014 mol) of triethylamine in 5 ml of acetonitrile was dropwise added to a solution of 2.0 g (0.014 mol) of 1,1-dichloro-2-nitroethylene in 35 ml of acetonitrile at 3-5 C. with stirring. After stirring for 30 minutes, 4.4 g (0.057 mol) of methylamine (40% methanol solution) were added to the reaction mixture and stirred for 30 minutes. The reaction mixture was filtered, and the filtrate was concentrated and purified by a silica gel column chromatography (chloroform/ethanol=7/1) to afford 2.9 g (76.5%) of 1-[N-(6-chloro-3-pyridyl)methyl-N-ethyl]amino-1-methylamino-2-nitroethylene as pale yellowish crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,120739-77-7, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US5364989; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 54221-93-1, 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. 54221-93-1, name is 2,6-Dimethylisonicotinic acid. A new synthetic method of this compound is introduced below.

A mixture of 2 g of 2,6-dimethylisonicotinic acid (2) (unpurified), 100 ml of methanol and 1 ml of 98% sulfuric acid is refluxed for 24 hours. After cooling, the reaction medium is neutralized with saturated NaHCO3 solution and then extracted five times with 60 ml of CHCl3. The combined chloroform phases are then dried over Na2SO4 and then concentrated. The resulting solid is then extracted four times with 50 ml of ether, after which the ether phase is concentrated. Chromatography on alumina [gradient: cyclohexane/CH2Cl2 (50/50) to pure CH2Cl2] of the white residue obtained gives 1 g of 4-methyl-2,6-dimethyl isonicotinate (3). [0141] m.p.: 45-47 C. [0142] TLC: Rf: 0.3 [SiO2/CH2Cl2-MeOH (97/3)][0143] HPLC: Tr: 2.4 [0144] UV: CHCl3: 290.6 nm (3650) [0145] NMR: 1H CDCl3; internal reference TMS [0146] 2.59 (s, 6H, CH3); 3.93 (s, 3H, CO2CH3); 7.51 (s, 2H, Py) [0147] 13C CDCl3; internal reference 77.0 ppm [0148] 24.5 (CH3); 52.5 (OCH3); 119.5 (Ct); 137.9, 158.9 (Cq); [0149] 166.1 (CO). [0150] MS (EI): 165 (M+, 24); 134 (M+-OCH3, 13); 106 (M+-CO2Me)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54221-93-1, its application will become more common.

Reference:
Patent; Autiero, Herve; Bazin, Herve; Mathis, Gerard; US2004/92726; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1060808-94-7, 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. 1060808-94-7, name is 6-Amino-4-chloronicotinic acid. A new synthetic method of this compound is introduced below.

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide methyl iodide (0.175 g, 0.630 mmol) and 1-hydroxybenzotriazole monohydrate (0.097 g, 0.630 mmol) were added to a stirred solution of compound 32 (0.072 g, 0.420 mmol) in DMF (2 mL) at room temperature. After 15 min, m-toluidine (77 muL, 0.714 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The reaction mixture was poured onto water (5 mL) and extracted with EtOAc (2 × 10 mL). The combined extracts were washed successively with saturated sodium bicarbonate solution (10 mL), water (3 × 10 mL), and brine (10 mL), dried (MgSO4) and concentrated to give the crude 3-carboxamido-4-anilino intermediate as a brown gum. This was taken up in 1,4-dioxane (2 mL), treated with ethyl isocyanate (23 muL, 0.300 mmol) and heated to 80 C for 18 h. The reaction mixture was cooled to room temperature, diluted with EtOAc (5 mL) and reduced in vacuo directly onto SiO2. Column chromatography (SiO2), eluting with 2:1 Petrol-EtOAc to neat EtOAc, afforded the title compound (0.029 g, 0.072 mmol, 17%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060808-94-7, its application will become more common.

Reference:
Article; Yule, Ian A.; Czaplewski, Lloyd G.; Pommier, Stephanie; Davies, David T.; Narramore, Sarah K.; Fishwick, Colin W.G.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 31 – 38;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52311-50-9, 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 52311-50-9, name is 2-Chloro-4-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2-chloro-4-ethoxypyridine (13 g, 82 mmol) and H2SO4 (40 mL, 750 mmol) was added NBS (17.62 g, 99 mmol). Then the mixture was stirred at 60 C for 10 h. After cooling to rt, the mixture was poured into cold water (300 mL). The mixture was extracted with EA (200 mL x 2). The combined organic layer was washed with saturated NaHCC>3 solution (200 mL x2) and concentrated. The crude material was purified by silica column chromatography (PE/EA = 15: 1). All fractions found to contain product by TLC (PE/EA = 5: 1, Rf = 0.6) were combined and concentrated to yield a yellow solid of 5-bromo-2-chloro-4-ethoxypyridine (8.5 g, 26.3 mmol, 32% yield): NMR (400 MHz, CDC13) delta 8.32 (s, 1H), 6.79 (s, 1H), 4.16 (q, J= 6.8 Hz, 2H), 1.50 (t, J = 6.8 Hz, 3H); ES-LCMS m/z 238 (M+3).

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 52311-50-9, 2-Chloro-4-ethoxypyridine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EIDAM, Hilary Schenck; DEMARTINO, Michael P.; GONG, Zhen; GUAN, Amy Huiping; RAHA, Kaushik; WU, Chengde; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; CHEUNG, Mui; WO2014/141187; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 19230-55-8 , The common heterocyclic compound, 19230-55-8, name is 3-Chloro-5-methylpyridine, molecular formula is C6H6ClN, 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.

General procedure: 2 mol% Pd(OAc)2/3 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 45 C under an argon atmosphere for 1h to be a dark brown solution. 1 mol% CuI/1.1 mol% Nixantphos, anhydrous DMF (1.0 ml) were added to an oven-dried 10 ml reaction vial equipped with a stir bar, the mixture was stirred at 60 C under an argon atmosphere for 2h to be a colorless transparent solution. The amount of catalyst and solvent should scaled up by the number of reactions. Benzoxazoles (0.25 mmol), aryl chlorides (0.3 mmol) and K3PO4*7H2O (42.3 mg, 0.125 mmol, 0.5 equiv) were added to an oven-dried 10 ml reaction vial equipped with a stir bar. A stock solution of Pd(OAc)2/Nixantphos and CuI/Nixantphos in 1 ml of dry DMF was taken up by syringe and added to the reaction vial. The reaction vial filled with argon was then sealed with a septum. The reaction mixture was stirred for12 h or 24 h at 120 C, quenched with two drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of MgSO4 and silica. The pad was rinsed with additional ethyl acetate, and the solution was concentrated in vacuo. The crude material was loaded onto a silica gel column and purified by flash chromatography.

The synthetic route of 19230-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zheng, Ling-Li; Yin, Bo; Tian, Xing-Chuan; Yuan, Ming-Yong; Li, Xiao-Huan; Gao, Feng; Tetrahedron Letters; vol. 60; 51; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7 , The common heterocyclic compound, 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, 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.

Using 2-chloromethyl-5-methylpyridine hydrochloride (170 g) and thiourea (86 g) as the starting materials, 2-(5-methylpyrid-2-ylmethyl)isothiourea dihydrochloride (160 g) is obtained. 2-Chloromethyl-5-methylpyridine hydrochloride can be prepared in accordance with the method described by R. Nicoletti and M. L. Forcellese, Gazz. Chim. Ital., 97, 148 (1967).

The synthetic route of 71670-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Industries; US4272534; (1981); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1192813-41-4, 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 1192813-41-4 as follows.

Step-2 -Preparation of 6-(difluoromethoxy)pyridin-3-amine To a solution of 2-(difluoromethoxy)-5-nitropyridine (0.900 g, 2.35 mmol) in ethanol (5.0 mL), was added iron powder (0.400 g, 7.14 mmol) and conc. HCl (0.2 mL). The reaction mass was refluxed for 1/2 h. Ethanol was removed under vacuum. To the reaction mass, water was added, basified with NaHCO3 and extracted with DCM. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated to afford 0.400 g of the desired product. 1HNMR (DMSO-d6): delta 7.65 (s, 1H), 7.52-7.03 (t, J=72.0 Hz, 1H), 7.27 (s, 1H), 6.73 (d, J=8.4 Hz, 1H); MS [M-H]-: 159.14.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192813-41-4, its application will become more common.

Reference:
Patent; Glenmark Pharmaceuticals S.A.; US2012/108583; (2012); A1;,
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. 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. A new synthetic method of this compound is introduced below., Quality Control of (E)-3-(6-Aminopyridin-3-yl)acrylic acid

EDC (231 mg, 1.2 mmol) was added to a solution of (E)-3-(6-AMINO-PYRIDIN-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-ethoxy-3-methoxy-benzyl) methylamine (215 mg, 1.1 mmol), HOT HO (149 mg, 1.1 mmol) and DIPEA (525 1L, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2×30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) furnished pure free base which was dissolved in CH2CL2 (10 mL). After addition of HCl (1.5 mL, 1M in ether), the solvents were evaporated and the residue was washed with ether and dried to afford the title compound (172 mg, 46%). 1H NMR (300 MHz, DMSO-d6) 8 8.28 (m, 3H), 7.48 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.25 and 7.23 (rotamers, 2d, J= 15.4 Hz, 1H), 7.00 (m, 3H), 6.62 (m, 1H), 4.78 and 4.63 (rotamers, 2s, 2H), 3.98 (m, 2H), 3.79 (s, 3H), 3.08 and 2.84 (rotamers, 2s, 3H), 1.28 (m, 3H). MS (ESI) mle 342 (M+H) +.

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, 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid.

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