Category: 18699-87-1

Electric Literature of 18699-87-1 ,Some common heterocyclic compound, 18699-87-1, molecular formula is C6H6N2O2, 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.

Add to a 3 neck flask containing 500 mL of absolute ethanol under N2, 2.2 g (0.0956 g-atom) of sodium. After all the sodium reacts, add diethyl oxalate (98 mL) dropwise, and then add compound 2a-1 (one equivalent). The color turns from light yellow to brown upon addition. Allow the resulting solution to stand for two days at rt. Treat the orange mixture with SN HCl (pH=1), collect the precipitate by filtration and wash the filter cake with 100 mL EtOH and 200 mL di-isopropyl ether to afford 3a-1 as 2-hydroxy-3-(3-nitro-pyridin-2-yl)-acrylic acid ethyl ester (R4H, 20 g, 86%) or its tautomeric ketoester or as a mixture of keto-enol tautomers. 1H NMR (DMSO-d6) delta 8.83 (dd, 1H, J=1.1, 5.0 Hz), 8.65 (dd, 1H, J=1.5, 8.4 Hz), 7.56 (dd, 1H, J=5.0, 8.4 Hz), 7.11 (s, 1H), 3.47 (bs, 1H), 4.28 (q, 2H, J=7.1 Hz), 1.30 (t, 3H, J=7.0 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US2005/131012; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 18699-87-1 ,Some common heterocyclic compound, 18699-87-1, molecular formula is C6H6N2O2, 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.

Add to a 3 neck flask containing 500 mL of absolute ethanol under N2, 2.2 g (0.0956 g-atom) of sodium. After all the sodium reacts, add diethyl oxalate (98 mL) dropwise, and then add compound 2a-1 (one equivalent). The color turns from light yellow to brown upon addition. Allow the resulting solution to stand for two days at rt. Treat the orange mixture with SN HCl (pH=1), collect the precipitate by filtration and wash the filter cake with 100 mL EtOH and 200 mL di-isopropyl ether to afford 3a-1 as 2-hydroxy-3-(3-nitro-pyridin-2-yl)-acrylic acid ethyl ester (R4H, 20 g, 86%) or its tautomeric ketoester or as a mixture of keto-enol tautomers. 1H NMR (DMSO-d6) delta 8.83 (dd, 1H, J=1.1, 5.0 Hz), 8.65 (dd, 1H, J=1.5, 8.4 Hz), 7.56 (dd, 1H, J=5.0, 8.4 Hz), 7.11 (s, 1H), 3.47 (bs, 1H), 4.28 (q, 2H, J=7.1 Hz), 1.30 (t, 3H, J=7.0 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US2005/131012; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 18699-87-1, 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. 18699-87-1, name is 2-Methyl-3-nitropyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 2; 3-{4-[3-(2-Fluoro-5-trifluoromethylphenyl)-ureido]phenyl}-1H-pyrrolo[3,2-b]pyridine-2-carboxamide; Method b:; Ethyl 3-(3-nitropyridin-2-yl)-2-oxopropionate 121.7 g of ethyl oxalate and then 15.8 g of 2-methyl-3-nitropyridine in solution in 100 ml of ethanol are added to a solution of sodium ethanolate, prepared by adding 4 g of sodium to 400 ml of ethanol stirred under argon. The reaction mixture is stirred for 15 hours and the solid formed is filtered off, washed successively with 100 ml of ethanol and 100 ml of diisopropyl ether, and then filter-dried. The solid is taken up in 300 ml of ethanol and acidified with a 5N hydrochloric acid solution. The solid obtained is filtered off, washed with 50 ml of a 5N hydrochloric acid solution and then with 100 ml of ethanol, and filter-dried. After drying under vacuum, 18.7 g of ethyl 3-(3-nitro yridine-2-yl)-2-oxopropionate are obtained, the characteristics of which are as follows: MS (ES+) spectrum: m/z=239 [MH]+Melting point=38 C. (Koefler bench). 1H NMR spectrum (400 MHz, DMSO-d6, delta in ppm): 1.30 (t, J=7.0 Hz, 3H); 4.29 (q, J=7.0 Hz, 2H); 7.12 (s, 1H); 7.57 (dd, J=5.5 and 8.5 Hz, 1H); 8.66 (broad d, J=8.5 Hz, 1H); 8.85 (broad d, J=5.5 Hz, 1H); 14.9 (broad m, 1H). IR spectrum (KBr): 1722; 1644; 1560; 1532; 1346; 1231; 1141; 1024 and 777 cm-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18699-87-1, 2-Methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; AVENTIS PHARMA S.A.; US2007/259910; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18699-87-1, 2-Methyl-3-nitropyridine, 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, 18699-87-1, blongs to pyridine-derivatives compound. Recommanded Product: 18699-87-1

Under nitrogen atmosphere, 47.6 g of 2-chloro-3-nitropyridine was dissolved in 500 mL of tetrahydrofuran, and 150 mL of 2M methylzinc chloride in tetrahydrofuran and 6.9 g of tetrakis(triphenylphosphine)palladium(0) were added, and the reaction solution was stirred at 70C for 2 hours. The reaction solution was poured into cold water, extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to column chromatography (n-hexane:ethyl acetate =3:1) to obtain 35.4 g of 2-methyl-3-nitropyridine as a colorless oil. Then 35.4 g of 2-methyl-3-nitropyridine was dissolved in a mixed solution of 300 mL methanol/5 mL triethylamine, added with 5 g of 10% palladium on carbon, and stirred for 6 hours under hydrogen atmosphere and at normal temperature and pressure. The reaction solution was filtered thorough Celite, the solvent was evaporated, and 33.0 g of crudely produced 2-methyl-3-aminopyridine was obtained as a pale brown oil. Next, to 100 mL of a solution of 65 g of crude 3-amino-2-methyl pyridine in dichloromethane were added 60 mL of pyridine and 71 mL of acetic anhydride at room temperature and stirred for 3 hours. The reaction solution was added with about 150 mL of silica gel powder, the solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate :methanol =100:3), to afford 74 g of the title compound as colorless crystals.1H-NMR (400 MHz, CDCl3) delta2.25 (3H, s), 2.53 (3H, s), 7.00 (1H, bs), 7.18 (1H, dd, J = 4.6, 8.0 Hz), 8.23 (1H, d, J = 8.0 Hz), 8.30 (1H, d, J = 4.6 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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. 18699-87-1, name is 2-Methyl-3-nitropyridine. A new synthetic method of this compound is introduced below.

5a N-(2-methylpyridin-3-yl)hydroxylamine STR68 A mixture of 19.6 g (14.2 mmol) of 2-methyl-3-nitropyridine (Synth. Commun. 1990, 20, 2965) in 200 ml of N-methylmorpholine is hydrogenated in the presence of 1 g of 5% platinum/charcoal. During this process, the temperature of the reaction mixture rises to approximately 35 C. After approximately 4.5 hours, the uptake of hydrogen has ceased, and the reaction mixture is filtered with suction through kieselguhr. The filter residue is washed with N-methylmorpholine, and the combined organic phases are concentrated in vacuo (T<45 C.). The residue is taken up in 100 ml of Solvesso 150 (b.p.=185-205 C.) and the resulting mixture is concentrated under a high vacuum (T<80 C.). The residue crystallizes and is digested in hexane. This gives 17.2 g (98%) of the title compound as a pale beige solid. 1 H NMR (CDCl3; delta in ppm): 8.35 (d,1H,NH); 8.15 (s,broad,1H,OH); 7.85 (dd,1H, pyridyl); 7.25 (d,broad,1H, pyridyl); 7.05 (dd,1H, pyridyl); 2.2 (s,3H, CH3). At the same time, in my other blogs, there are other synthetic methods of this type of compound,18699-87-1, 2-Methyl-3-nitropyridine, and friends who are interested can also refer to it. Reference:
Patent; BASF Aktiengesellschaft; US5977146; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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 18699-87-1 as follows.

3-Nitro-2-pyridinecarbaldehyde; 2-Methyl-3-nitropyridine (24 g, 173.91 mmol) was dissolved in 1,4-dioxane (500 mL) and to the mixture was added selenium dioxide (23 g, 208.7 mmol) and the mixture was heated under reflux for 16 h. After completion of reaction, the mixture was cooled to rt and filtered through Celite and the filtrate was concentrated under reduced pressure to give thick oily mass. The oily mass was purified by silical gel column chromatography using 20% of ethyl acetate and hexane as eluent to give 3-nitro-2-pyridinecarbaldehyde as an off white solid: 1H-NMR (CDCl3) delta: 7.7 (m, 1H), 8.3 (d, 1H), 9.0 (d, 1H), 10.3 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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. 18699-87-1, name is 2-Methyl-3-nitropyridine. A new synthetic method of this compound is introduced below.

5a N-(2-methylpyridin-3-yl)hydroxylamine STR68 A mixture of 19.6 g (14.2 mmol) of 2-methyl-3-nitropyridine (Synth. Commun. 1990, 20, 2965) in 200 ml of N-methylmorpholine is hydrogenated in the presence of 1 g of 5% platinum/charcoal. During this process, the temperature of the reaction mixture rises to approximately 35 C. After approximately 4.5 hours, the uptake of hydrogen has ceased, and the reaction mixture is filtered with suction through kieselguhr. The filter residue is washed with N-methylmorpholine, and the combined organic phases are concentrated in vacuo (T<45 C.). The residue is taken up in 100 ml of Solvesso 150 (b.p.=185-205 C.) and the resulting mixture is concentrated under a high vacuum (T<80 C.). The residue crystallizes and is digested in hexane. This gives 17.2 g (98%) of the title compound as a pale beige solid. 1 H NMR (CDCl3; delta in ppm): 8.35 (d,1H,NH); 8.15 (s,broad,1H,OH); 7.85 (dd,1H, pyridyl); 7.25 (d,broad,1H, pyridyl); 7.05 (dd,1H, pyridyl); 2.2 (s,3H, CH3). At the same time, in my other blogs, there are other synthetic methods of this type of compound,18699-87-1, 2-Methyl-3-nitropyridine, and friends who are interested can also refer to it. Reference:
Patent; BASF Aktiengesellschaft; US5977146; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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 18699-87-1 as follows.

3-Nitro-2-pyridinecarbaldehyde; 2-Methyl-3-nitropyridine (24 g, 173.91 mmol) was dissolved in 1,4-dioxane (500 mL) and to the mixture was added selenium dioxide (23 g, 208.7 mmol) and the mixture was heated under reflux for 16 h. After completion of reaction, the mixture was cooled to rt and filtered through Celite and the filtrate was concentrated under reduced pressure to give thick oily mass. The oily mass was purified by silical gel column chromatography using 20% of ethyl acetate and hexane as eluent to give 3-nitro-2-pyridinecarbaldehyde as an off white solid: 1H-NMR (CDCl3) delta: 7.7 (m, 1H), 8.3 (d, 1H), 9.0 (d, 1H), 10.3 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18699-87-1, 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.18699-87-1, name is 2-Methyl-3-nitropyridine, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

INTERMEDIATE 13 Ethyl 2Z)-2-hydroxy-3-(3-nitropyridin-2-yl)acrylate Sodium metal (400 mg, [17.] 4 mmol) was added portionwise to [ETOH] (50 ml), followed by diethyl oxalate (2.4 [ML,] 17.4 mmol), and stirred at r. t. for 5 min. 2-Methyl-3- nitropyridine [(2. 00] g, 14.6 mmol) was added, giving a deep purple solution that changed over time to red-orange. After stirring for 3 days at r. t. a red precipitate had formed which was collected by filtration and washed with ether (4 x 20 [ML).] The solid residue was suspended in water and the suspension acidified to pH 4 with AcOH. The resulting orange precipitate was collected by filtration, washed with ethanol (10 [ML)] and dried in vacuo to give the title compound (1.17 g, [34%).] [6H] [(CDC13)] 8. [77-8.] 75 [(1H,] m), [8.] [54-8.] 50 [(1H,] m), 7.47-7. 43 (2H, m), 4.48 (2H, q, [J 7.] 1 Hz), 1.49 (3H, t, J7. 1 Hz). LCMS [(ES] RT 3.32 minutes, 239 [(MI]

The chemical industry reduces the impact on the environment during synthesis 18699-87-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CELLTECH R & D LIMITED; WO2004/31188; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18699-87-1, 2-Methyl-3-nitropyridine, 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, Computed Properties of C6H6N2O2, blongs to pyridine-derivatives compound. Computed Properties of C6H6N2O2

Step 2: 2-bromomethyl-3-nitropyridine; 2,2′-Azobis(isobutyronitrile) (2.7 g, 16.4 mmol) was added to a solution of2-methyl-3-nitropyridine (12.97 g, 92.6 mmol) prepared in Step 1 and N- bromo-succinimide (23.06 g, 130 mmol) in carbon tetrachloride (100 ml). The reactionmixture was refluxed for 3 days, cooled to room temperature, and then concentratedunder reduced pressure. The resulting residue was diluted with ethyl acetate (100 ml)and then washed with a saturated sodium bicarbonate solution and a saturated sodiumthiosulfate solution. The organic layer was dried on anhydrous magnesium sulfate andthen purified with purified with silica gel column chromatography(dichloromethane/n-hexane=2/l, v/v) to give 7.5 g of the titled compound as brown oil.lH-NMR(400MHz, CDCy 5 8.82(d, 1H), 8.39(d, 1H), 7.56(t, 1H), 5.07(s, 2H)

The synthetic route of 18699-87-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; JANG, Sun-Young; WO2006/25717; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem