Month: April 2022

Synthetic Route of 171919-37-2, 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. 171919-37-2, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C9H8N2O2, 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 1.5: (SWN.1-dimethyl-N-(4-(1-methyl-1H-pyrrole-2-carboxamidoM- phenylbutan-2-yl)-1H-pyrrolor2.3-blPyridine-3-carboxamideTo a solution of 1 -methyl- 1 H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)- amide hydrochloride (160 mg, 0.497 mmol), 1-methyl-1 H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (127 mg, 0.597 mmol), HOBt (91 mg, 0.597 mmol) and triethylamine (0.345 ml, 2.486 mmol) in DCM (4 ml) and DMF (2 ml) was added EDC x HCI (143 mg, 0.746 mmol). The reaction was stirred at rt overnight. A saturated solution of Na2C03 was added and the resulting mixture was extracted with tert-butyl methyl ether. The organic layer was washed with sat. Na2C03 and brine, dried (MgS0 ), filtered and concentrated. The crude product was purified by flash chromatography (DCM:MeOH, 97:3) followed by purification on apreparative chromatography system (HPLC Waters 2767, column: Sunfire 19x150mm 5muiotaeta, Grad: 10 to 90% CH3CN with TFA over 15min) to obtain the title compound 104 mg (47 %).[1 H-NMR (DMSO, 400 MHz, 120 C) (8.25 (d, 1 H), 7.80 (d, 1 H), 7.45 (br s, 1 H), 7.41 (s, 1 H), 7.25-7.15 (m 6H), 7.05 (dd, 1 H), 6.78 (br s, 1 H), 6.65 (m, 1 H), 5.85 (br s, 1 H), 4.80 (m, 1 H), 3.80 (s, 3H), 3.70 (s, 3H), 3.40-3.05 (m, 2H), 2.97 (s, 3H), 2.95-2.85 (m, 2H), 2.00-1.75 (m, 2H); LCMS RtF = 1.08 min; [M+H]+ = 444.3].

According to the analysis of related databases, 171919-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6318-51-0 ,Some common heterocyclic compound, 6318-51-0, molecular formula is C12H8ClNO, 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: Six variants with significantly improved activity were selected to test their stereoselectivity and conversion rate. Bioconversion was conducted with 20mM 1a-9a, 20UmL-1 KpADH or variants in PBS buffer (pH 7.0, 100mM) in total volume of 2mL at 30C and 180rpm overnight. Then, 1mL of the reaction mixture was withdrawn and extracted with equal volume of ethyl acetate. The organic phase was isolated by centrifugation at 12000×g for 2min, and dried over anhydrous MgSO4. The conversion rate and stereoselectivity of the products were determined using the Agilent 1100 equipped with a Chiralcel OB-H column or a Chiralcel OD-H column (0.46mm×250mm×5mum, Diacel, Japan). Detailed conditions for stereoselectivity analysis and the retention times of (R)- and (S)-alcohols could be found in Table S3 [28].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6318-51-0, its application will become more common.

Reference:
Article; Xu, Guochao; Dai, Wei; Wang, Yue; Zhang, Lu; Sun, Zewen; Zhou, Jieyu; Ni, Ye; Molecular catalysis; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52605-96-6, 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.52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.

To Intermediate XIII (250 mg ; 0. 60 mmol) and 2-chloro-3-methoxypyridine (95 mg ; 0. 66 mmol) and 1, 1 -BIS (diphenylphosphino) ferrocene palladium (II) chloride (22 mg ; 0. 030 mmol) in 1,4-dioxane (4 mL) was added sodium carbonate solution (1 mL). The reaction mixture was heated at 150 for 15 min in a Smith microwave reactor. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate extracts were combined, washed with brine, dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using ethyl acetate as eluant. The appropriate fractions were combined and evaporated under reduced pressure to give A solid. The solid was recrystallized from acetonitrile, collected by filtration and dried to give the title compound. Yield = 55 mg (23%)

The chemical industry reduces the impact on the environment during synthesis 52605-96-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 80827-67-4 , The common heterocyclic compound, 80827-67-4, name is 1-(3-Methoxypyridin-2-yl)piperazine, molecular formula is C10H15N3O, 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.

EXAMPLE 9 1-(8-Aza-bicyclo[3.2.1]oct-8-yl)-4-[4-(3-methoxy-pyridin-2-yl)-piperazin-1-yl]-2-phenyl-butan-1-one The title compound was prepared from 4-(3-methoxy-pyridin-2-yl)-piperazine (1.0 g, 5.0 mmole) 1-(8-aza-bicyclo[3.2.1]oct-8-yl)-4-bromo-2-phenyl-butan-1-one (1.6 g, 4.76 mmole), diisopropylethylamine (0.9 g, 7.0 mmole) and potassium iodide (0.8 g, 5.0 mmole) in dimethylformamide (30 mL) in the manner described in example 2 to yield 0.87 g of title product as the hydrochloride hydrate, m.p. 140-147 C. Elemental Analysis For: C27 H36 N4 O2. HCl H2O Calcd: C, 64.46; H, 7.81; N, 11.14. Found: C, 64.32; H, 7.91; N, 10.64.

The synthetic route of 80827-67-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; John Wyeth & Brother, Ltd.; American Home Products Corp.; US5610154; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 62020-02-4, 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.62020-02-4, name is 4-Nitropicolinamide, molecular formula is C6H5N3O3, molecular weight is 167.12, as common compound, the synthetic route is as follows.

99A was hydrogenated in MeOH with 10% Pd/C (40 mg) with a hydrogen balloon for 8 h. The Pd/C was removed by filtration. The filtrate was condensed to give 99B (80 mg, 87% yield). 1H NMR (400 MHz, Methanol-d4) delta ppm 6.65 (dd, J=5.71, 2.64 Hz, 1H) 7.27 (d, J=2.20 Hz, 1H) 8.03 (d, J=5.71 Hz, 1 H).

Statistics shows that 62020-02-4 is playing an increasingly important role. we look forward to future research findings about 4-Nitropicolinamide.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/227894; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 132097-09-7, 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. 132097-09-7, name is 2,4-Dichloro-3-methylpyridine, molecular formula is C6H5Cl2N, 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.

To a solution 2,4-dichloro-3-methyrpyridine (2.0 g, 12.3 mmol) in anhydrous carbon tetrachloride (50 mL) was added recrystallized l-bromopyrrolidine-2,5-dione (2.25 g, 12.6 mmol) and benzoyl benzenecarboperoxoate (400 mg, 1.6 mmol). The mixture was stirred at reflux for 2 hours. After cooling to room temperature, the solid material was removed by filtration and washed with carbon tetrachloride (2 x 10 mL). The filtrate was recovered and evaporated. The solid product was dried in vacuo, affording 3-(bromomethyl)-2,4-dichloropyridine (2.9 g , 99% yield). The product was used without further purification.

According to the analysis of related databases, 132097-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); 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. 22282-96-8, name is 2-Bromo-6-methyl-5-nitropyridine. A new synthetic method of this compound is introduced below., Formula: C6H5BrN2O2

A suspension of 6-bromo-2-methyl-3-nitropyridine (XIV) (250 g, 1.15 mol, 1.00 eq) and NH4C1 (300 g, 5.61 mol, 4.88 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 65C. To this mixture was added Fe (130 g, 2.33 mol, 2.02 eq) and HQ (15.3 g, 419 mmol, 0.36 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6- bromo-2-methylpyridin-3-amine (XV) as brown solid (373 g, 1.99 mol, 86.7% yield) which was used for the next step without any purification. NMR (DMSO-de, 400 MHz) delta ppm 6.01 (dd, J = 2.3, 7.9 Hz, 2H), 7.03 (d, J= 8.2 Hz, IH); ESIMS found for C6H7BrN2 mlz 186.8 (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, 22282-96-8, 2-Bromo-6-methyl-5-nitropyridine.

Reference:
Patent; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (230 pag.)WO2017/24025; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, 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: 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-5-(trifluoromethyl)pyridin-3-amine

2-Chloro-3-N-isopropylamino-5-(trifluoromethyl)pyridineTo a solution of 2-chloro-3-amino-5(trifluormethyl)pyridine (0.78 g, 3.97 mmol) in dichloromethane (10 ml) are added subsequently at 0C glacial acetic acid (5 ml), acetone (0.62 g, 10.7 mmol) and borane-dimethyl sulfide (0.33 g, 4.37 mmol). After warming to room temperature the resulting solution is stirred for 16 h. The reaction mixture is cooled to 0 C, and then a 25 % aqueous ammonia solution is added until a pH of 8 is reached. After addition of water (5 ml) the aqueous phase is removed and extracted three times with dichloromethane (40 ml). The combined organic phases are dried over magnesium sulfate, filtered and concentrated to dryness. Yield: 0.60 g (63 %).1H-NMR(CD2CI2, 400 MHz: delta = 1.28 (d, 6H), 3.60-3.72 (m,1 H), 4.5 (br s, 1 H), 7.02 (s, 1 H), 7.89 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF (CHINA) COMPANY LIMITED; METZ, Stefan; FUCHS, Evelyn; DORMANN, Korinna; MOLT, Oliver; LENNARTZ, Christian; WAGENBLAST, Gerhard; GEssNER, Thomas; SCHILDKNECHT, Christian; WATANABE, Soichi; WO2012/172482; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 64951-08-2, 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.64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, molecular weight is 162.15, as common compound, the synthetic route is as follows.

Imidazo[l,2-a]pyridine-2-carboxylic acid (500 mg, 3.1 mmol) was dissolved in ethanol (20 ml) and platinium oxide (100 mg) was added, and the mixture hydrogenated at 4 bar overnight. The mixture was filtered, and the filtrate evaporated to dryness to afford the sub-title compound (500 mg, 97%). 1H NMR (400 MHz, DMSO-J6) delta 7.63 (s, IH), 3.96 (t, 2H), 2.70 (t, 2H), 1.85 (m, 4H).

The chemical industry reduces the impact on the environment during synthesis 64951-08-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2007/108750; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 23056-47-5, 2-Bromo-4-methyl-5-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, Product Details of 23056-47-5, blongs to pyridine-derivatives compound. Product Details of 23056-47-5

2-Bromo-4-methyl-5-nitropyridine (2.5g, 11.58mmol) was dissolved in concentrated sulfuric acid (25mL), cooled to ice bath 0C, chromium trioxide (3.88g, 38.8mmol) was added. It was slowly warmed to room temperature and stirred overnight. The reaction mixture was poured into ice water (75 mL), stirred for 10 minutes and suction filtered to give a white solid (2.5g, yield: 87.8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Yang Xiaoju; (118 pag.)CN109575016; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem