Month: April 2022

Reference of 1256561-65-5, 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 1256561-65-5, name is 3-(Bromomethyl)-5-fluoropyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3 -(bromomethyl)-5 -fluoro-pyridine hydrobromide AA (53 mg, 0.19 mmol, 2.1 eq.) and sodium hydride (6.6 mg, 0.28 mmol, 3.0 eq.) in DMF (500 1iL) were stirred for 10 minutes. Compound Z (prepared according to methods described in Example 5) (25 mg, 0.092 mmol, 1.0 eq.) was added. After 18 hours, the reaction was diluted with ethyl acetate and washed with water and brine twice. The organic layerss were combined, dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification by reverse phase HPLC afforded 12.8 mg (3 7%) of the title compound. ?H NMR (400 MHz, DMSO-d6) (5 8.47 (d, J= 2.8 Hz, 1H), 8.43 (s, 1H), 8.25 (s, 1H), 7.66 (s, 1H), 7.57- 7.53 (m, 2H), 7.36 (dd, J 1.92, 9.72 Hz, 1H), 7.29-7.25 (m, 2H), 4.41 (s, 2H), 3.49 (t, J= 5.2 Hz, 2H), 3.18 (t, J= 5.2 Hz, 2H), 2.76 (s, 3H); ES-MS [M+1]: 381.2.

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 1256561-65-5, 3-(Bromomethyl)-5-fluoropyridine hydrobromide.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; LINDSLEY, Craig, W.; EMMITTE, Kyle A.; FELTS, Andrew S.; BOLLINGER, Katrina A.; (140 pag.)WO2016/149324; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one, molecular formula is C5H3ClN2O3, 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. Recommanded Product: 850663-54-6

A) tert-butyl ((2S)-1-((4-chloro-5-nitropyridin-2-yl)oxy)propan-2-yl)carbamate To a solution of 4-chloro-5-nitropyridin-2-ol (1.00 g), tert-butyl ((2S)-1-hydroxypropan-2-yl)carbamate (1.51 g) and triphenylphosphine (2.25 g) in THF (10 mL) was added dropwise diisopropyl azodicarboxylate toluene solution (1.9 M, 4.52 mL), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate) to give the title compound (860 mg). 1H NMR (300 MHz, CDCl3) delta 1.21-1.27 (3H, m), 1.44 (9H, s), 4.03-4.17 (1H, m), 4.37 (2H, dd, J=4.9, 1.5 Hz), 4.62 (1H, brs), 6.92 (1H, s), 8.86 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 850663-54-6.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Yamashita, Tohru; Fujimoto, Takuya; Mizojiri, Ryo; Yonemori, Kazuko; Hirose, Hideki; Ikeda, Zenichi; Fujimori, Ikuo; Toyofuku, Kyoko; Yasuma, Tsuneo; Matsunaga, Nobuyuki; US2014/243310; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52378-63-9, 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.52378-63-9, name is (3-Aminopyridin-2-yl)methanol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.

Example 59 5-Fluoro-N-(3-hydroxymethyl-pyridin-2-yl)-2-(3-methylsulfanyl-phenoxy)-nicotinamide 2-Hydroxymethyl-3-aminopyridine (89 mg, 0.716 mmol) and triethylamine (200 l, 2.14 mmol) were dissolved in dimethylformamide (1 ml) under nitrogen at room temperature and a solution of 5-Fluoro-2-(3-methylsulfanyl-phenoxy)-nicotinic acid (200 mg, 0.716 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (151 mg, 0.788 mmol) and 1-hydroxybenzotriazole (106 mg, 0.788 mmol) in dimethylformamide (5 ml) and the reaction was stirred at room temperature for 18 h. The reaction mixture was concentrated under reduced pressure, and the residue was purified by flash column chromatography on silica gel eluding with a solvent gradient of dichloromethane:methanol:concentrated aqueous ammonia (97.5:2.5:0.25 changing to 95:5:0.5, by volume) and the product was crystallized from diisopropyl ether (5 ml) to give 5-Fluoro-N-(3-hydroxymethyl-pyridin-2-yl)-2-(3-methylsulfanyl-phenoxy)-nicotinamide (127 mg) as an off-white solid. 1H NMR (400 MHz, CDCl3): delta=8.14-8.16 (1H, d), 8.06-8,08 (1H, dd), 8.02-8.04 (1H, dd), 7.50-7.54 (1H, d), 7.28-7.32 (1H, t), 7.10-7.14 (1H, d), 6.97 (1H, s), 6.84-6.88 (1H, d), 6.46-6.50 (1H, d), 5.33 (2H, s), 4.89 (2H, brs), 2.45 (3H, s) ppm. LRMS (electrospray): m/z [M+H]+ 386, [M+Na]+ 408, [2M+Na]+ 793, [M-H]+ 384. Anal. Found C, 58.83; H, 4.16; N, 10.73. C19H16FN3O3S requires C, 59.21; H, 4.19; N, 10.90%.

Statistics shows that 52378-63-9 is playing an increasingly important role. we look forward to future research findings about (3-Aminopyridin-2-yl)methanol.

Reference:
Patent; Pfizer Inc; US2005/20587; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1064783-29-4, name is 5-Chloro-3-fluoro-2-nitropyridine, molecular formula is C5H2ClFN2O2, 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. Product Details of 1064783-29-4

Compoud 271 (135 mg, 0.5 mmol) was dissolved in dry THF (15 mL) , and sodium hydride (60%, 24 mg, 0.6 mmol) was added at 0. The suspention was stirred for 10 minutes, then 33 (88 mg, 0.5 mmol) was added. The reaction mixture was stirred at room temperature for overnight, and then poured into brine. The resulting mixture was extracted with ethyl acetate. The combined organic layers were dried with anhydrous sodium sulfate, filtered and concentrated. The crude was purified by column chromatography to give light yellow solid (100 mg, 47%) . [0576] The obtained solid (100 mg, 0.24 mmol) was redissolved in methanol (10 mL) , and anhydrous ferric chloride (6 mg) , activated carbon (20 mg) was added. The mixture was refluxed for 15 minutes, then hydrazine hydrate (80%aqueous solution) (0.1 mL) was added dropwise. The resulting mixture was refluxed for 1 h, then poured into brine, and extracted with EA for three times. The combined organic layers were washed with brine once, dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the crude was purified by column chromatography to give white solid (85 mg, 89%) .

With the rapid development of chemical substances, we look forward to future research findings about 1064783-29-4.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
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.169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, molecular weight is 166.2, as common compound, the synthetic route is as follows.Computed Properties of C7H6N2OS

The following 4-methyl-2-methylthiooxazolopyridinium tosylates are prepared by heating the corresponding 2-methylthiooxazolopyridines (M. Y. Chu-Moyer and R. Berger, J. Org. Chem. 60, 5721-5725 (1995)) with one equivalent of methyl tosylate at 100-110 C. for one hour.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,169205-95-2, 2-(Methylthio)oxazolo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Molecular Probes, Inc.; US6664047; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 936011-17-5 , The common heterocyclic compound, 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde, molecular formula is C7H6BrNO2, 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.

To the solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (CAS: 936011-17-5, Vendor: Bidepharm, 25.0 g, 115.72 mmol) in methanol (500 mL) was added sulfuric acid (14.19 mL, 231.5 mmol). After being stirred at rt for 18 hrs, the mixture was concentrated and added to the mixture solvent of aq. Na2C03 (150 mL) and EA (150 mL). The mixture was separated, the organic layer was washed with brine (50 mL), dried over Na2S04 and concentrated to give compound 76a (28.0 g) as a yellow oil. MS: calc?d 262 (MH+), measured 262 (MH+).

The synthetic route of 936011-17-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 887115-56-2, 5-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine, 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, 887115-56-2, blongs to pyridine-derivatives compound. name: 5-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine

Step 2 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[3,4-b]pyridine (compound 4-3) Compound 4-2 (3.1 g, 14.6 mmol) and bis(pinacolato) borate (11.1 g, 43.8 mmol) were added into a 250 ml reaction flask, and DMF (150 ml) and potassium acetate (4.3 g, 43.8 mmol) was added. After the air of reaction system was replaced by argon for three times, Pd(dppf)Cl2 (0.55 g, 0.73 mmol) was added, and then the air was replaced with nitrogen for another three times. The reaction system was heated to 90 C., and stirred for 8 h. The reaction progress was monitored by LC-MS. After completion of the reaction, the reaction solution was filtered, the filter cake was washed with EA (30 ml*3), and the filtrate was concentrated under reduced pressure to remove DMF and give compound 4-3 (13.5 g) as brown solid which was used directly in next reaction. MS m/z (ESI): 260.2 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,887115-56-2, its application will become more common.

Reference:
Patent; SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO. LTD.; YANGTZE RIVER PHARMACEUTICAL GROUP CO., LTD.; LAN, Jiong; JIN, Yunzhou; ZHOU, Fusheng; XIE, Jing; SHEN, Sida; HU, Yi; LIU, Wei; LV, Qiang; (96 pag.)US2017/8889; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 823221-93-8, 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 823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of Compound 40a (3.10 g, 11.90 mmol) and sodium thiomethoxide (918 mg, 13.09 mmol) in dioxane (30 mL) was stirred for 16 hr at 110 C. After completion of the reaction, the reaction mixture was poured into water (150 mL), and the resulting mixture was extracted with ethyl acetate (100 mL×2). The organic phases were combined, washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to give Compound 40b (2.91 g). 1H NMR (400MHz, CDCl3) delta8.66 (s, 1H), 7.43 (s, 1H), 2.57 (s, 3H).

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 823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; CHEN, Bin; YAO, Yuanshan; CHEN, Yuan; LI, Ao; XU, Ran; HUANG, Zhensheng; TIAN, Dongdong; LI, Hongwei; YANG, Chengshuai; LI, Jian; CHEN, Shuhui; (69 pag.)EP3489235; (2019); 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. 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, the common compound, a new synthetic route is introduced below. Quality Control of 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

To a stirred solution of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (0.8 g, 4.06 mmol) in propan-2-ol (20 mL) was added concentrated sulphuric acid (0.5 mL) at 0 C. and the reaction mixture was stirred at 80 C. for 12 hours. The reaction mixture was cooled to ambient temperature and concentrated in vacuo. The crude product was dissolved in water, basified with saturated bicarbonate and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by flash column chromatography (20% ethyl acetate/hexane) to provide isopropyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate as a white solid (0.3 g, 33% yield): MS (ES) m/z 239.1 (M+H).

The synthetic route of 920966-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACLARIS THERAPEUTICS, INC.; ANDERSON, David Randolph; HOCKERMAN, Susan Landis; BLINN, James Robert; JACOBSEN, Eric Jon; US2019/135807; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 588720-29-0, 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. 588720-29-0, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, molecular formula is C8H6N2O2, 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.

[1145] A flask is charged with imidazo[1,5-a]pyridine-7-carboxylic acid (4.3 g, 19.9 mmol), (3R)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride (3.6 g, 18.2 mmol), DIEA (19 ml, 109 mmol), and DMF (200 ml). The reaction mixture is cooled to 0 C. and HATU (6.9 g, 18.2 mmol) is added to it. The mixture is allowed to stir at rt for 3 h. The mixture is diluted with MeOH (20 ml) and DOWEX 50WX2-40 ion exchange resin (2 g) is added; the mixture is adjetated in a water bath (35-40 C.) for 20 min, is filtered, and the resin washed with 3 portions of MeOH. The product is liberated from the resin by treatment with a solution of 20% NH4OH/MeOH. The basic alcohol washes are concentrated in vacuo to give a brown oil, which is purified by silica gel chromatography (10% MeOH/79% CH2Cl2/1% NH3OH) to give a yellow solid. The resulting solid is dissolved in MeOH (2 ml) and a solution of d-tartaric acid (0.151 g, 1.0 mmol) in MeOH (3.0 ml) is added to it. The solvent is removed under vacuum to give a yellow solid (0.49 g, 1.0 mmol). HRMS (FAB) calcd for C15H18N4O+H 271.1559, found 271.1560.

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem