Month: April 2022

Application of 89488-30-2, 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.89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.

5-Bromo- 1 ,3-dimethyl- 1H-pyridin-2-one B-i To a suspension of 5-bromo-2-hydroxy-3-methyl pyridine Al (1.000 g; 5.053mmo 1) and potassium carbonate (1.397 g; 10.105 mmo 1) in DMF (5.000 ml) iscarefully added iodomethane (0.346 ml; 5.558 mmol). The reaction mixture is stirred overnight (1 6h) 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 3×50 ml EtOAc. The combined organic layer is dried with Na2SO4, filtered andconcentrated under reduced pressure to afford the product.Yield: 98% (1.0 g; 4.95 mmol)HPLC-MS: (M+H) = 202/204; tRet = 0.65 mm; method LCMS BAS1

Statistics shows that 89488-30-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-methylpyridin-2(1H)-one.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; MARTIN, Laetitia; SMETHURST, Christian; WO2015/22332; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, molecular formula is C6H3F3INO, 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.

(0873) 3-(Trifluoromethyl)pyridin-2-ol (2.3 g) was added to concentrated sulfuric acid (15 ml) at 0 C. The mixture was stirred at 0 C. for 5 minutes. To this solution was added fuming nitric acid (6 ml) dropwise over 5 minutes. The reaction mixture was stirred at room temperature for 2 hours, and then heated at 50 C. for 3 hours. After cooling, the reaction mixture was poured onto ice (200 g), and the mixture was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide the title compound.

According to the analysis of related databases, 887707-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1014720-73-0, 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.1014720-73-0, name is 6-Chloro-2-(pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H7ClN4, molecular weight is 206.63, as common compound, the synthetic route is as follows.

N-Isopropyl-2-pyridin-2-yl-pyrimidine-4,6-diamine Isopropylamine (181 mul, 2.42 mmol) was added to a solution of 6-chloro-2-pyridin-2-yl-pyrimidin-4-ylamine (100 mg, 0.48 mmol) in n-BuOH (1 ml) in a microwave tube and the mixture was heated at 180 C. for 1 h in the microwave. Isopropylamine (181 mul, 2.42 mmol) was added and the mixture was heated at 180 C. for a further 7 h in the microwave. The reaction mixture was diluted with water (1 ml) and concentrated in vacuo. The residue was dissolved in EtOAc (2 ml) and washed with saturated aqueous NaHCO3 solution (2 ml) and water (2 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by trituration from Et2O to give the title compound (32 mg, 29%).

The chemical industry reduces the impact on the environment during synthesis 1014720-73-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 92992-85-3, 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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To 2-bromo-3,5-dimethylpyridine (1 g) were added 4-amino-1-(tert-butoxycarbonyl)piperidine (1.29 g),tris(dibenzylideneacetone)dipalladium(0)(250 mg),2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (330 mg),sodium tert-butoxide (770 mg) and toluene (8 mL) and the mixture was stirred at 120c overnight. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by NH column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-ylamino)piperidine-1-carboxylic acid tert-butyl ester (1.499 g).

According to the analysis of related databases, 92992-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 26493-11-8, name is 2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one, the common compound, a new synthetic route is introduced below. Recommanded Product: 26493-11-8

Step ii: 2-bromo-6,7-dihydrothiazolo[5,4-clpyridin-4(5H)-one To a 50 mL round bottom flask, were added 2-amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)- one (0.4 g, 0.0023 mol) and THF (10 mL). To the same flask, amyl nitrite (1.6 mL) and copper (II) bromide (0.4 g) were added. The reaction mixture was stirred at RT for 12 h. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get crude product. The crude product was purified by column chromatography using 60-120 silica gel and 50 % ethyl acetate in hexane to get the title compound [0.2 g, 36 %]. LC-MS: 232.0 [M+H]+.

The synthetic route of 26493-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; WO2015/101928; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 32710-65-9, 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 32710-65-9, name is 2,6-Dichloroisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Example 7. Synthesis of (Z)-2-(2-(3-(2-chloro-6-methoxypyridin-4-yl)-lH- l,2 -triazol-l-yl)vinyl)-l,3,4-oxadiazole (-10).[00316] Synthesis of 2-chloro-6-methoxyisonicotinonitrile: [00317] In a 25-mL, 3N round-bottomed flask equipped with thermometer pocket fitted with an nitrogen inlet and a rubber septum, NaH (0.112 g, 1.0 eq.), methanol (0.11 mL, 1.0 eq.), suspended in N-methyl pyrolidine (5 mL). The reaction mixture was stir at 25-30 C for 30 minutes. To this reaction mixture 2,6-dichloroisonicotinonitrile was added at 0-5 C. The progress of the reaction was followed by TLC analysis on silica gel with 10% EtOAc- hexane as mobile phase which shows that starting material was consumed after 2 hours staring at 0-5 C. Reaction was quenched by water, precipitate was observed that was filter by filter paper and wash with hexane to give required compound (0.51 g, crude). Reaction was stirred for 20 min with water solid was separated and compound was collected by filtration on a Buchner funnel and washed with of hexane (30 mL); Yield: 0.51 g crude 2- chloro-6-methoxyisonicotinonitrile.

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 32710-65-9, 2,6-Dichloroisonicotinonitrile.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SANDANAYAKA, Vincent, P.; SHACHAM, Sharon; SHECHTER, Sharon; MCCAULEY, Dilara; WO2012/99807; (2012); A1;,
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. 1072438-56-2, name is Methyl 6-(aminomethyl)nicotinate hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of Methyl 6-(aminomethyl)nicotinate hydrochloride

[0112j To a solution of methyl 6-(aminomethyl)nicotinate hydrochloride (0.4 g, 1.67 mmol) in dichloromethane (20 mL) was added triethylamine (1.2 mL, 8.37 mmol)) followed by 4- fluoro-3-chlorobenzenesulfonyl chloride (0.24 ml, 1.67 mmol). The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was diluted with dichloromethane, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated. The crude was purified by silica gel column chromatography, using 40% ethyl acetate in hexane to afford the title compound methyl 6-((3 -chloro-4-fluorophenylsulfonamido)methyl)nicotinate (0.22 g, 37%yield) as a brownish solid. Calculated M+H: 359.02; Found M+H: 359.1.

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, 1072438-56-2, Methyl 6-(aminomethyl)nicotinate hydrochloride.

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; WO2015/48503; (2015); A2;,
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.98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.SDS of cas: 98197-88-7

A 200-mL round-bottomed flask was charged with isopropanol (50 mL) and NaH (2.12 g, 53 57 mmol) and stirred at 0 C under inert atmosphere for 1 h. After, (4-nitropyridin-2- yl)methanol (1.0 g, 6.5 mmol) was added to the stirring reaction mixture. The resulting reaction mixture was refluxed for 20 h. After this period, the reaction mixture was cooled with an ice bath, quenched with saturated aqueous NHUCI and concentrated in vacuo. The resulting reside was extracted with EtOAc (3 >< 75 mL). The combined organic layers were dried over anhydrous NaaSC filtered, and concentrated in vacuo. The crude material purified by flash chromatography (60 to 100% EtOAc in hexanes) on silica gel (55 mL) to afford (4~isopropoxypyridin-2-yl)methano (242 mg, 22% yield) as a brown oil. At the same time, in my other blogs, there are other synthetic methods of this type of compound,98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine, and friends who are interested can also refer to it. Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; KOIDE, Kazunori; BEIN, Kiflai; BRESSIN, Robert, Kruger; BURROWS, James, Proviano; GAMBINO, Adriana; LEIKAUF, George, D.; PHAM, Dianne; (80 pag.)WO2020/27905; (2020); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13269-19-7, 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 13269-19-7 as follows.

In a round bottom-flask fitted with a calcium chloride drying tube, acetic anhydride (756 muL, 8 mmol) and formic acid (302 muL, 8 mmol) are stirred at 55 C for 2 h. The mixture is cooled to room temperature before addition of 2-nitropyridin-3-amine (556 mg, 4 mmol) in diethyl ether (10 mL), and stirred overnight at room temperature. The crude mixture is filtered through a short pad of silica gel to afford N-(2-nitropyridin-3-yl)formamide as an orange solid (623 mg, 93%). 1H NMR (CDCl3, 200 MHz) delta (ppm) 10.10 (brs, 1H), 9.30 (d, J = 8.5 Hz, 1H), 8.64 (s, 1H), 8.38 (dd, J1 = 4.3 Hz, J2 = 1.4 Hz, 1H), 7.71 (dd, J1 = 8.5 Hz, J2 = 4.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13269-19-7, its application will become more common.

Reference:
Article; Bejot, Romain; Carroll, Laurence; Bhakoo, Kishore; Declerck, Jerome; Gouverneur, Veronique; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 324 – 329;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 123853-39-4, 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.123853-39-4, name is 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid, molecular formula is C16H15Cl2NO4, molecular weight is 356.2, as common compound, the synthetic route is as follows.

Example-5: Preparation of Clevidipine:100 gm of 1 ,4-dihydro-2,6-dimethyl-4-(2′,3′-dichorophenyl)-5-methoxycarbonyl-3- pyridinecarboxylic acid and 35.4 gm of Sodium bicarbonate is stirred in DMF under nitrogen atmosphere. 49.9 gm of Chloromethyl butyrate was added and reaction mixture was heated at about 80C for 4 hrs. The solvent was distilled out and residue was treated with methylene chloride. The obtained reaction mass was washed with water and the methylene chloride layer was dried over sodium sulphate. Methylene chloride was distilled out under vacuum. Diisopropyl ether (800 ml) was added to the residual mass and stirred at 25-30C for one hour. The reaction mass was filtered, the wet cake was washed with diisopropyl ether to give crude clevidipine (Wt. = 97.5 gms HPLC Purity > 99%).

The chemical industry reduces the impact on the environment during synthesis 123853-39-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CADILA PHARMACEUTICALS LIMITED; KHAMAR, Bakulesh Mafatlal; SHARMA, Arun Omprakash; PARIKH, Sanjay Natvarlal; BHATT, Achyut Pravinbhai; PANSURIYA, Akshay Madhubhai; JADEJA, Krunal Aniruddhbhai; BAPAT, Uday Rajaram; MODI, Indravadan Ambalal; WO2012/69989; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem