Tag: M.W:200-300

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. 119285-07-3, name is tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

4-(5-Amino-pyridin-2-yl)-piperazine-l-carboxylic acid tert-butyl ester (1.5 g), 3-Chloro- benzo[l,2,4]triazine 1 -oxide (1.2 g) and DMF (20 ml) and potassium carbonate (1.5 g) were heated to 50-60 C and stirred over night. On completion, water (200 ml) was added and extracted with ethyl acetate (2×200 ml). The combined organic extracts were dried over sodium sulfate. The solvent was removed under reduced pressure to give a residue, which was further purified by column chromatography (SiO2, 25% EtOAc/n-hexane) to yield 4-[5-(l-Oxy- benzo[l,2,4]triazin-3-ylamino)-pyridin-2-yl]-piperazine-l-carboxylic acid tert-butyl ester.

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, 119285-07-3, tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate.

Reference:
Patent; SENTINEL ONCOLOGY LIMITED; WO2006/131835; (2006); 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. 1187236-18-5, name is Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate

To a suspension of ethyl 7-bromoimidazo[l,2-a]pyridine-2-carboxylate (3.50 g, 13.0 mmol) in anhydrous DCM (80 mL) was added diisobutyl aluminum hydride (18.50 mL, 18.50 mmol, 1.0 M) at -78 C under N2 atmosphere. The mixture was stirred at -78 C overnight and then moved to 0 C, and quenched with water (0.75 mL), 15% NaOH aqueous solution (0.75 mL) and another water (2 mL) successively. The resulting mixture was stirred at rt for 15 min. To the mixture were added Et20 (50 mL), EtOAc (50 mL) and hydrous Mg2S04 (20 g), stirred for 15 min, filtered. The filter cake was washed with EtOAc (200 mL), the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/10 to 1/5) to afford the title compound as a light-yellow solid (1.50 g, 51%).MS (ESI, pos. ion) m/z: 225.0 [M+H]+;1H NMR (400 MHz, CDCl3) d (ppm): 10.14 (s, 1H), 8.13 (s, 1H), 8.04 (d, J= 7.2 Hz, 1H), 7.89 (s, 1H), 7.02 (dd, j= 7.2, 1.7 Hz, 1H).

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, 1187236-18-5, Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); 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. 945954-95-0, name is 6-Bromo-3-methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C7H6BrNO2

To a solution of 6-bromo-3-methoxypicolinaldehyde (0.13 g, 0.60 mmol) in THF (6 mL) and tBuOH (6 mL) was added 2-methyl-2-butene (0.64 mL, 2.41 mmol), followed by an aqueous solution (2 mL) of sodium dihydrogen phosphate (0.29 mg, 2.4 mmol) and NaC102 (0.22 mg, 2.4 mol). The resulting mixture was stirred at RT for 16 hrs. The volatiles were then evaporated in vacuo and the residue thus obtained was purified on silica gel eluting with a solvent gradient of 0 to 10% MeOH in DCM (with 2% acetic acid as an additive in DCM) to afford 6-bromo-3-methoxypicolinic acid as a solid.

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, 945954-95-0, 6-Bromo-3-methoxypicolinaldehyde.

Reference:
Patent; INCEPTION 2, INC.; STOCK, Nicholas, Simon; CHEN, Austin, Chih-Yu; BRAVO, Yalda, Mostofi; JACINTHO, Jason, Duarte; SCOTT, Jill, Melissa; STEARNS, Brian, Andrew; CLARK, Ryan, Christopher; TRUONG, Yen, Pham; WO2013/134562; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83004-10-8, 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: General procedure B: To a 5 mL vial back-filled with dried air,compound 1 (1.0 equiv., 0.2 mmol), benzyl bromides (6.0 equiv., 1.2 mmol), and Na2CO3 (2.0 equiv. 0.4 mmol, 42 mg) in sulfolane (0.5 mL) were added, and the reaction was heated at 90 C for 18 h. Upon the completion of the starting materials, the reaction mixture was dissolved in 100 mL H2O, and extracted with dichloromethane (40 mL 3). The organic layers were combined, dried over anhydrous Na2SO4, and removed. The crude was purified by using silica gel column chromatography (PE/EA 10:1e1:2 as eluents) to afford the target compound 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 83004-10-8, 2-Bromo-6-(bromomethyl)pyridine.

Reference:
Article; Xu, Huayan; Xu, Liang; Luo, Xiaowei; Wang, Junfeng; Zhou, Xuefeng; Yang, Bin; Li, Ding; Luo, Zaigang; Liu, Yonghong; Liao, Shengrong; Tetrahedron; vol. 75; 19; (2019); p. 2785 – 2796;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 175205-82-0, 2-Bromo-3-(trifluoromethyl)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, SDS of cas: 175205-82-0, blongs to pyridine-derivatives compound. SDS of cas: 175205-82-0

Step 2. Synthesis of methyl 3-amino-6-(3-(trifluoromethyl)pyridin-2-yl)pyrazine-2- carboxylate In a 500 mL round-bottom flask equipped with a magnetic stirrer and argon inlet, methyl 3-amino-6-(trimethylstannyl)pyrazine-2-carboxylate (20.92 g, 55.0 mmol), 2-Bromo-3- (trifluoromethyl) pyridine (14.38 g, 60.5 mmol), Pd2(dba)3 (5.54 g, 6.05 mmol) and P(o-Tol)3 (3.79 g, 12.09 mmol) were dissolved in DMF (100 ml) at rt, followed by addition of NEt3 (10.72 ml, 77 mmol). The reaction mixture was heated to 110C under argon for 1 h. After cooling to rt, the reaction mixture was filtered through celite, washed with ethyl acetate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using ethyl acetate heptane which gave methyl 3-amino-6-(3-(trifluoromethyl)pyridin-2-yl)pyrazine-2- carboxylate (7.8 g) as a yellow solid. LC-MS (Basic Method ): ret.time= 0.93 min, M+H = 299.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,175205-82-0, 2-Bromo-3-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; LUZZIO, Michael Joseph; PAPILLON, Julien; VISSER, Michael Scott; (213 pag.)WO2016/20864; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 171178-45-3, 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 171178-45-3 as follows.

EXAMPLE 181-(((5S JS)-3-(6-Chloropyridin-3-yl)-7-methyl-2-oxo-1-oxa-3-azaspiror4.5ldecan-7-yl)methyl)-1 H-benzordlimidazole-6-carbonitrileA 5 ml. microwave vial was charged with 1-(((3S,5S)-5-methyl-1-oxaspiro[2.5]octan-5- yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile (200 mg, 0.711 mmol), tert-butyl (6-chloropyridin- 3-yl)carbamate (195 mg, 0.853 mmol), potassium tert-butoxide (96 mg, 0.853 mmol) and DMF. The tube was sealed and heated to 70 C for 16 h. The reaction mixture was loaded onto a 10 g SCX SPE and eluted with 3 volumes of MeOH followed by 3 volumes of 2N ammonia in MeOH. The ammonia fractions were combined and concentrated and the crude product then purified by Waters reverse phase HPLC (20% to 60% MeCN, 0.1 %TFA, 16 min, 50 mL/min, Sunfire column) to afford the TFA salt of 1-(((5S,7S)-3-(6-chloropyridin-3-yl)-7-methyl-2-oxo-1- oxa-3-azaspiro[4.5]decan-7-yl)methyl)-1 H-benzo[d]imidazole-6-carbonitrile as a cream solid (55 mg, 12.67 % yield). MS (m/z) 435.9 (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,171178-45-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 845827-15-8, Adding some certain compound to certain chemical reactions, such as: 845827-15-8, name is Methyl [2,3′-bipyridine]-6′-carboxylate,molecular formula is C12H10N2O2, 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 845827-15-8.

2,3′-Dipyridine-6′-carboxylic acid (1) Conducting the operations similar to those of Production Example 14 using 2-iodopyridine and 6-bromo-3-pyridineboronic acid, 6′-bromo-2,3′-dipyridine was obtained. (2) The compound (330 mg) as obtained in above (1), catalytic amount of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium and triethylamine (0.7 ml) were added to a DMF-methanol mixed solution (DMF/methanol; 5/1 ml) and stirred in carbon monoxide atmosphere at 80C for a day and night, to provide methyl-2,3′- dipyridine-6′-carboxylate (160 mg). Hydrolyzing this with 5N aqueous sodium hydroxide solution, the title compound (110 mg) was obtained as white solid. ESI-MS Found:m/z 201 [M+H]+

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 845827-15-8, Methyl [2,3′-bipyridine]-6′-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1657242; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67443-38-3, 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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

5 -Bromo-2-methyl-3 -nitropyridineSodium hydride (1.31 g, 54.8 mmol, 2.19 g of 60% in mineral oil) was suspended in dry THF (70 mL) and to this suspension was added 5 -bromo-2-chloro-3 -nitropyridine as a solid. An ambient water bath was placed under the reaction and a solution of diethyl malonate in dry THF (15 mL) was added carefully via addition funnel. Observed a vigorous evolution of gas. After 2 hours additional sodium hydride (0.202 g, 8.42 mmol, 0.337 g of 60% in mineral oil) was added and the reaction was stirred for 1.5 hours. The reaction was concentrated in vacuo, diluted with 6N HCl (100 ml), and refluxed overnight. The reaction was concentrated in vacuo and diluted with saturated sodium carbonate until the pH = 9. The basic aqueous mixture was diluted with dichloromethane and filtered through filter paper to remove an insoluble green solid. The filtrate was transferred to a separatory funnel and the layers were separated. The dichloromethane was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated to give the title compound (5.79 g, 63.3%) as an orange oil. MS(ES)+ m/e 217 [M+H].

Statistics shows that 67443-38-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloro-3-nitropyridine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66572-56-3 ,Some common heterocyclic compound, 66572-56-3, molecular formula is C6H4BrNO2, 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.

Into a 250-mL round bottom flask, was placed a solution of 2-bromoisonicotinic acid (1.4 g, 6.93 mmol, 1.20 equiv) in dichloromethane (50 mL), EDC.HCl (1.64 g, 8.56 mmol, 1.50 equiv), 4-dimethylaminopyridine (1.04 g, 8.51 mmol, 1.50 equiv), and 3-(trifluoromethyl)benzylamine (1.0 g, 5.71 mmol, 1.00 equiv). The resulting solution was stirred overnight at 25 C. in an oil bath. The resulting solution was diluted with 100 mL of dichloromethane. The resulting mixture was washed with 2*50 mL of sat. NH4Cl, 2*50 mL of sat. Na2CO3, and 2*50 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:10-1:5). The product was obtained as 1.2 g (59%) of a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66572-56-3, its application will become more common.

Reference:
Patent; Ardelyx, Inc.; Lewis, Jason G.; Jacobs, Jeffrey W.; Reich, Nicholas; Leadbetter, Michael R.; Bell, Noah; Chang, Han-Ting; Chen, Tao; Navre, Marc; Charmot, Dominique; Carreras, Christopher; Labonte, Eric; (323 pag.)US9301951; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-94-7, 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 153034-94-7, name is 2-Fluoro-4-iodo-5-picoline. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 3; 5-Bromomethyl-2-fluoro-4-iodo-pyridine; In a flask, combine 2-fluoro-4-iodo-picoline (10.0 g, 42.19 mmol), N- bromosuccinimide (9.76 g, 54.85 mmol), 2, 2′-azobisisobutyronitrile (3.46 g, 21.10 mmol) and dry CCl4 (100 mL). Heat at 70 0C under nitrogen for 16 hours. Cool to room temperature. Dilute with dichloromethane and wash with water and saturated aqueous sodium chloride. Separate the layers and dry the organic layer over magnesium sulfate. Concentrate in vacuo to give crude product. Purify by column chromatography (1 % to 15 % ethyl acetate in hexane) to afford the title compound (8.27 g, 62 %). MS (EI) m/z 315M+.

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 153034-94-7, 2-Fluoro-4-iodo-5-picoline.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem