Tag: M.W:100-200

Reference 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.

To a solution of potassium ethoxide (2.44g, 27.7mmol) in diethyl ether (90ML) and ethanol (8mL) was added diethyl oxalate (3.79mL, 27. 7MMOL) resulting in a yellow suspension. The reaction mixture was stirred for 5min prior to the addition of 2-methyl-3-nitropyridine (Preparation 29,3. 40g, 24. 6MMOL) in one portion. The resulting red suspension was stirred at rt, under argon, for 20h. The mixture was filtered, washed thoroughly with diethyl ether and dried. The red solid was dissolved in water and the mixture adjusted to pH 4 by addition of glacial acetic acid. The resulting precipitate was collected by filtration, dissolved in dichloromethane, washed with brine, dried (MgS04), and then filtered and concentrated in vacuo to give the title compound as an orange solid. SN (CDCl3): 1.40 (3H, t), 4.39 (2H, q), 7.34 (1H, s), 7.36 (1H, dd), 8.43 (1H, dd), 8. 66 (1H, dd).

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

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. 89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-Bromo-3-methylpyridin-2(1H)-one

To a suspension of starting material A (1.00 g; 5.053 mmol) and potassium carbonate (1.397 g; 10.105 mmol) in DMF (5 ml_) is carefully added iodomethane (0.346 ml5.558 mmol). The reaction mixture is stirred overnight (16 h) at room temperature. The reaction mixture is then quenched with 10 % ammonia solution (10 ml_) and 30 ml_ water is added. It is extracted with 3 x 50 mL EtOAc. The combined organic layer is dried with Na2S04, filtered and concentrated under reduced pressure to afford the product. Yield: 98 % (1.0 g; 4.95 mmol) ( HPLC-MS: (M+H)+ = 202/204; tRet = 0.65 min; method LCMS BAS1

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, 89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TONTSCH-GRUNT, Ulrike; BAUM, Anke; RUDOLPH, Dorothea Ingrid; (85 pag.)WO2019/145410; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1193-71-1, 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. 1193-71-1, name is 4,6-Dimethylpyridin-3-amine. A new synthetic method of this compound is introduced below.

33: 1-(4-Methoxy-phenyl)-3,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4,6-dimethyl-pyridin-3-yl)-amideTo a suspension of 1-(4-methoxy-phenyl)-3,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid IM51 (1.60 g, 5.38 mmol), 5-amino-2,4-dimethylpyridine (786 mg, 6.43 mmol) and triethylamine (3.00 mL, 21.5 mmol) in THF (20 mL) was added a 50% (w/w) solution of 1-propanephosphonic acid cyclic anhydride in THF (6.84 g, 10.7 mmol) drop wise over 10 min. The mixture was stirred at room temperature Overnight. The mixture was poured into water (20 mL). The THF was removed in vacuo. Aqueous NH3 solution was added to adjust pH to approximately 10 EtOH (25 mL) was added and the mixture was briefly heated to reflux and then left at room temperature overnight. The mixture was then cooled on an ice-water bath for 45 min and then filtered. The remanens was washed with water and dried in vacuo to give the title compound (1.41 g, 67%). 1H NMR (600 MHz, DMSO) delta 10.43 (s, 1H), 8.47 (s, 1H), 8.09-8.04 (m, 2H), 7.46 (s, 1H), 7.23 (s, 1H), 7.16-7.11 (m, 2H), 3.83 (s, 3H), 2.71 (s, 3H), 2.57 (s, 3H), 2.46 (s, 3H), 2.29 (s, 3H).LC-MS (m/z) 402.2 (MH+); tR=0.52.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-71-1, 4,6-Dimethylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; US2013/5743; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83393-46-8, 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 83393-46-8, name is 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows.

Step a: 2-Bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanone is synthesized using commercially available 3-acetyl-7-azaindole in place of 1-imidazo[1,2-a]pyrimidin-3-yl-ethanone according to the procedure of example 71, step a.

According to the analysis of related databases, 83393-46-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JACKSON, Paul Francis; Manthey, Carl; Rhodes, Kenneth; Scannevin, Robert; Leonard, Kristi Anne; Barbay, Joseph Kent; Todd, Matthew; Springer, Barry A.; US2012/302573; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100202-78-6, 2-(Bromomethyl)-6-fluoropyridine, 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, Quality Control of 2-(Bromomethyl)-6-fluoropyridine, blongs to pyridine-derivatives compound. Quality Control of 2-(Bromomethyl)-6-fluoropyridine

Preparation 45; ; [9-(6-Fluoro-pyridin-2-ylmethyl)-6-trifluoromethoxy-2,3,4,9-tetrahydro-lH- carbazol-3-yl]-carbamic acid benzyl esterAdd Cs2CO3 (6.44 g, 19.8 mmol) to a solution of (6-trifluoromethoxy-2,3,4,9-tetrahydro-lEta-carbazol-3-yl)-carbamic acid benzyl ester (Preparation 43) (4.00 g, 9.88 mmol) and 2-bromomethyl-6-fluoropyridine (Preparation 44) (3.11 g, 13.8 mmol) in DMF (40 mL). Heat the resulting mixture to 50 0C for 18 h and then dilute with EtOAc (120 mL). Wash the organics with water (3 x 40 mL), dry (MgSO4), filter, and concentrate to give the crude product (5.40 g) as a brown oil. Purify the crude product on silica gel (120 g) eluting with 25-45% EtOAc/hexanes to afford 2.85 g (56%) of the title compound as a tan oil. MS (ES): m/z 514 (M+l); HPLC (Method A): Rt = 4.54 min (95%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100202-78-6, 2-(Bromomethyl)-6-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/2181; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 865156-59-8, 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.865156-59-8, name is 4-Bromo-6-methylpyridin-2-ol, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.

Diisopropyl diazocarboxylate (323 mg, 1.60 mmol) was added to a solution of 4- bromo-6-methylpyridin-2-ol (200 mg, 1.06 mmol), methanol (54 iL, 1.3 mmol) and triphenylphosphine (419 mg, 1.60 mmol) in THF (4.6 mL). The reaction mixture was stirred at r.t. for 18 h. Ethyl acetate was added and the mixture was washed with 1 N NaOH (3x). The organic layer was dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel using a solution of ethyl acetate in hexanes (5 to 10%) to give the title compound (65 mg, 0.32 mmol, 30%).

The chemical industry reduces the impact on the environment during synthesis 865156-59-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M. Arshad; CIBLAT, Stephane; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu, Jr.; SRIVASTAVA, Sanjay; SHIPPS, Gerald W.; COOPER, Alan B.; OZA, Vibha; KOSTURA, Matthew; LUTHER, Michael; LEVINE, Jedd; (253 pag.)WO2018/102452; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-26-6, 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 65515-26-6, name is Methyl 2,6-dimethoxynicotinate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To the solution of ester (10 mmol) in THF (20 mL) and ethyl acetate (70 mmol), LiHMDS (30 mmol) was added very quickly at -40 C, and stirred at this temperature for 20 min. After completion of the reaction, reaction mixture was quenched with acetic acid (50 mmol) and then basified using 10% NaHCO3 solution, extracted with ethyl acetate (2×100 mL), the combined organic layer was washed with water and brine solution and dried over Na2SO4. The specific purification procedure for each compound has been included along with their characterization data.

According to the analysis of related databases, 65515-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Venkat Ragavan; Vijayakumar; Rajesh; Palakshi Reddy; Karthikeyan; Suchetha Kumari; Bioorganic and Medicinal Chemistry Letters; vol. 22; 12; (2012); p. 4193 – 4197;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 697739-13-2, Imidazo[1,5-a]pyridine-8-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, Application In Synthesis of Imidazo[1,5-a]pyridine-8-carboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of Imidazo[1,5-a]pyridine-8-carboxylic acid

To a solution of imidazo[1,5-a]pyridine-8-carboxylic acid (50 mg, 0.31 mmol) in DMF (5 mL) was added TEA (94 mg, 0.37 mmol), N,O-dimethylhydroxylamine hydrochloride (36 mg, 0.37 mmol) and HATU (140 mg, 0.37 mmol), the reaction was stirred at ambient temperature for about 2 hours. Concentrated under reduced pressure to remove solvent, to the residue was addedwater (5 mL). The mixture was extracted with CH2C12 (3* 10 mL), the combined organic phases were washed with sat.NaC1 (5 mL), dried over anhydrous Na2504, filtered, concentrated and purified by column chromatography on silica gel to give the product about 100 mg (> 95%, crude) as a pale yellow oil. MS (ESI) mle [M+1] 206.1.

The synthetic route of 697739-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; WANG, Hexiang; ZHANG, Guoliang; GUO, Yunhang; REN, Bo; WANG, Zhiwei; ZHOU, Changyou; (219 pag.)WO2016/161960; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-12-5, 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. 63071-12-5, name is (6-Methoxypyridin-2-yl)methanol. A new synthetic method of this compound is introduced below.

Synthesis of 2-(chloromethyl)-6-methoxypyridine:To a stirred solution of (6-methoxypyridin-2-yl)methanol (0.7 g 5.03 mmol) in CH2CI2 (20 mL) was added SOCl2 (2 mL) at 0 C under inert atmosphere. The resultant reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water and saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography to afford 2- (chloromethyl)-6-methoxypyridine (180 mg, 24%) as a liquid. 1H-NMR (DMSO d6, 500 MHz): delta 7.72 (t, 1H), 7.12 (d, 1H), 6.87 (d, 1H), 4.64 (s, 2H), 3.82 (s, 3H); LC-MS: 98.62%; 158.0 (M++l); (column; X-select C-18, (50×3.0 mm, 3.5mu); RT 4.12 min. 5mM NH4OAc in water: ACN; 0.50 ml/min); TLC: 10% EtOAc/Hexane (Rf: 0.6).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-12-5, (6-Methoxypyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77618-99-6 ,Some common heterocyclic compound, 77618-99-6, molecular formula is C6H8N2S, 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.

A. 2-Amino-5-(methylsulfinyl)pyridine A solution of 2-amino-5-(methylthio)pyridine (10.1 g, 50 mmol) and 200 ml of CH2 Cl2 is treated dropwise with 200 ml of CH2 Cl2 containing 85% m-chloroperbenzoic acid (10.15 g, 50 mmol) at 20 C. After the addition is complete, the reaction mixture is stirred an additional 15 minutes and washed with 500 ml of saturated NaHCO3 solution. The organic layer is separated, washed with H2 O, and dried. Evaporation of the solvent in vacuo and recrystallization from EtOH yields the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77618-99-6, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4221796; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem