Tag: M.W:200-300

Synthetic Route of 128071-86-3, 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. 128071-86-3, name is 4-Bromo-2-chloro-3-methylpyridine, molecular formula is C6H5BrClN, 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 of 4-bromo-2-chloro-3-methylpyridine (2.20 g, 10.7 mmol), tert-butyl carbamate (1.248 g, 10.66 mmol), Pd (dppf) Cl 2 (435 mg, 0.533 mmol), Xantphos (616 mg, 1.07 mmol), and Cs 2CO 3 (6.926 g, 21.31 mmol) in dioxane (60 mL) was heated at reflux under N 2 overnight. The reaction was concentrated to dryness and the residue was purified by flash column chromatography to give white solid that was used directly in the next step.

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 128071-86-3, 4-Bromo-2-chloro-3-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CAI, Min; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; HAO, Baoyu; KREUTTER, Kevin D.; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; ZHU, Yaoping; ZHANG, Feihuang; ZHANG, Zheng; XIAO, Kun; (999 pag.)WO2018/103058; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1136-52-3, 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.1136-52-3, name is (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol, molecular formula is C11H15NO3, molecular weight is 209.24, as common compound, the synthetic route is as follows.

Anhydrous THF (200 ml) was added to NaH (60%, 24 g, 600 mmol) at O0C under a nitrogen atmosphere. To this suspended mixture a solution of 2, 2, 8-trimethyl-4H- [l,3]dioxino[4,5-c]pyridin-5-yl)methanol (32.0 g, 150 mmol) in 400 ml of THF (J. Med Chem., 1977, 20, p745) was added. The resulting mixture was refluxed for 30 min; a significant amount of precipitate accumulated during the reflux. After cooling to room temperature, /j-methoxybenzyl chloride (23.5 g, 150 mmol) was introduced drop-wise and the resulting mixture was refluxed for another 8 h. The reaction was quenched carefully by adding ice-cold water to the viscous mixture at O0C and diluted with a saturated ammonium chloride solution followed by extraction with methylene chloride. The combined organic extracts were washed with brine, dried (NaaSCU), and concentrated yielding a brown oil. The crude product was purified by chromatography (10% ethyl acetate/petroleum ether) yielding 25.0 g of compound 17a (50% yield); LC-MS (M+H)+ m/z 331.

The chemical industry reduces the impact on the environment during synthesis 1136-52-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMBRILIA BIOPHARMA INC.; WO2009/146555; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 15862-31-4 ,Some common heterocyclic compound, 15862-31-4, molecular formula is C5H4BrN3O2, 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: Into a 30-mL flask, compound 2a-c was suspended in MeOH(6.0 mL). A solution of NH4Cl (5.0 equivalent.) in H2O (6.0 mL)was added followed by Fe powder (5.0 equivalents.). The suspensionwas stirred at 80 C for 2 h. which was filtered off at about50 C. The filtrate was concentrated and purified by column chromatography(KANTO 60 N, CH2Cl2/MeOH = 97/3 to 92/8) to give ared solid compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-31-4, its application will become more common.

Reference:
Article; Wang, Lei; Taniguchi, Yosuke; Okamura, Hidenori; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3853 – 3860;,
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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Fluoro-4-iodonicotinaldehyde

To a dry 16x100mm Chem-Glass reaction tube under 2 was added 2-fluoro- 4-iodonicotinaldehyde (600 mg, 2.390 mmol), (4-fluorophenyl)hydrazine (332 mg, 2.63 mmol) and anhydrous NMP (3.2 mL). The reaction mixture was flushed with argon, securely capped, stirred for 20 min at room temperature, and then placed in a 185C oil bath for 2h. The reaction mixture was then allowed to stir at room temperature for 16h. The reaction mixture was diluted with EtOAc (200 mL) and the organic layer was extracted with water (5 x 50 mL), brine (1 x 50 mL), dried over Na2S04, filtered and evaporated to dryness. The residue was purified by Biotage Silica gel chromatography on a 90g Thompson Single Step silica cartridge using a linear gradient from 100% hexanes to 100% dichloromethane over 12 column volumes to give 480 mg (59.2%) of the title compound, Intermediate 2A, as an off white solid. 1H NMR (500 MHz, methanol-d4) delta ppm 8.22-8.28 (3 H, m), 8.15 (1 H, s), 7.78 (1 H, d, J=4.88 Hz), 7.25-7.37 (2 H, m).LC/MS (Condition A): 100% purity; ret. T = 2.9 min, (M+H)+ 339.97.

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, 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58584-86-4, Adding some certain compound to certain chemical reactions, such as: 58584-86-4, name is Ethyl 2,6-dichloronicotinate,molecular formula is C8H7Cl2NO2, 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 58584-86-4.

Substitution of NaOEt (5.8 g, 1.5 eq) with ethyl 2,6-dichloronicotinate (12.5 g, 56.8 mmol) in CH2Cl2 was performed (Reference: US2005/0288299A1) by slow addition of the base solid to the bis-chloro ester solution at 0 C. and stirred for 3 h with the cooling, then overnight from 0 C. to r.t. More CH2Cl2 and water were added, separated, dried and evaporated giving a liquid (11.62 g) that crystallized slowly overnight. The solid was recrystallized from dry-ice-cooling pentane affording the desired ethyl 6-chloro-2-ethoxynicotinate as white crystals (9.45 g, 41.15 mmol, yield 72.4%). (0725) M.p. 33-35 C. 1H NMR (300 MHz, DMSO-d6): delta 8.13 (d, J=8.1 Hz, 1H), 8.16 (d, J=8.1 Hz, 1H), 4.34 (q, J=7.2 Hz, 2H), 4.24 (q, J=7.2 Hz, 2H), 1.31 (t, J=7.2 Hz, 3H) and 1.27 (t, J=7.2 Hz, 3H) ppm.

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. 58584-86-4, Ethyl 2,6-dichloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64119-42-2, 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. 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate. A new synthetic method of this compound is introduced below.

Ethyl 6-chloro-5-cyano-2-methylnicotinate (50.98 g, 227 mmol), azetidine-3-carboxylic acid (24.09 g, 238 mmol) and DIPEA (118.9 mL, 681 mmol) were suspended in EtOH (250 mL) and heated at reflux for 1 h. The reaction mixture was cooled to r.t and added drop-wise to KHSO4 (154.5 g, 1135 mmol) in water (3000 mL). The solids were collected by filtration and dried under vacuum to afford 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid as a solid, which was used without further purification. Yield: 65.33 g (100%).1H NMR (400 MHz, CDCl3): delta 1.37 (3H, t, J=7.1 Hz), 2.72 (3H, s), 3.59-3.68 (1H, m), 4.31 (2H, q, J=7.1 Hz), 4.55-4.68 (4H, m), 8.28 (1H, s).MS m/Z: 290 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; US2008/176827; (2008); 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. 1189513-51-6, name is 5-Bromo-3-chloropicolinic acid, the common compound, a new synthetic route is introduced below. SDS of cas: 1189513-51-6

To a solution of Compound 1 (10 g) in methylene chloride (200 mL) were added oxalyl chloride (4.43 mL) andN,N-dimethylformamide (0.16 mL) at room temperature, and the mixture was stirred at room temperature for 2 hours.The reaction solution was concentrated under reduced pressure, the residue was dissolved in tetrahydrofuran (50 mL),and this was added dropwise to a suspension of thiosemicarbazide (3.85 g) and pyridine (75 mL) under ice cooling over10 minutes. After dropwise addition, the mixture was stirred at room temperature for 2 hours and concentrated underreduced pressure. The residue was dissolved in a 2N aqueous sodium hydroxide solution (210 mL), and heated at refluxfor 16 hours. The reaction solution was ice cooled and neutralized with concentrated hydrochloric acid (35 mL). Thedeposit was collected by filtration and washed with water and methanol. The obtained solid was suspended and washedin diethyl ether (50 mL), collected by filtration and dried at 50 °C under reduced pressure to obtain Compound 2 (9.46g) as a beige solid.MS (m/z): 291/293/295 [M+H]+

The synthetic route of 1189513-51-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SARUTA, Kunio; HAYASHI, Norimitsu; SAKURAI, Osamu; SAWAMOTO, Hiroaki; OBOKI, Eri; EP2862856; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 875781-15-0, 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. 875781-15-0, name is 5-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, 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.

A mixture of 5-bromo-2-fluoro-pyridine-3-carbaldehyde (200.0 mg, 0.980 mmol, 1.0 eq.) and (4-fluorophenyl)hydrazine hydrochloride (159.4 mg 0.980 mmol, 1.0 eq.) in NMP (3.0 mL) was stirred at ambient temperature for two hours, before caesium carbonate (958.3 mg, 2.941 mmol, 3.0 eq.) was added and the mixture was heated to 115 C. for 1 hour. The mixture was cooled to ambient temperature, and was diluted with water/EtOAc. The layers were separated, and the aqueous layer was extracted two more times with EtOAc. The combined organic layers were then washed with brine and were dried over MgSO4. The solvent was removed under reduced pressure and the remains were purified using silica gel chromatography to obtain 184.4 mg (64%) of 5-bromo-1-(4-fluorophenyl)-1H-pyrazolo[3,4-b]pyridine.

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 875781-15-0, 5-Bromo-2-fluoronicotinaldehyde.

Reference:
Patent; Gruenenthal GmbH; JAKOB, Florian; ALEN, Jo; KRUeGER, Sebastian; SCHADE, Markus; FRIEBE, Daniela; HENNEN, Stephanie; US2019/185470; (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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, the common compound, a new synthetic route is introduced below. Safety of 2-Amino-5-bromonicotinic acid

To a stirred solution of 2-amino-5-bromonicotinic acid (5.0 g, 23.04 mmol) and sodium acetate (3.78 g, 46.1 mmol) in 100 ml_ of 60 % ethanol in water, were added a refluxed solution of sodium acetate (3.78 g, 46.1 mmol) followed by 2-chloro-1 ,1 – dimethoxyethane (5.74 g, 46.1 mmol) in concentrated hydrochloric acid (1 .0 ml_) in water (6 ml_) and the reaction mass was refluxed for 2.5 h. The solvent was removed, residue obtained was diluted with cold water and pH adjusted to neutral (~7) with saturated sodium bicarbonate solution. The reaction mixture was extracted with ethyl acetate (2×100 ml_), washed with water (2×100 ml_) and brine (2×100 ml_) and dried over anhydrous sodium sulphate. The crude material obtained was purified by trituration using 2 % ethyl acetate in petroleum ether. Yield: 4.8 g (86 %); 1 H NMR (DMSO-d6, 300 MHz): delta 7.66 (d, 1 H, J=1 .2 Hz, Ar), 7.79 (d, 1 H, J=1 .5 Hz, Ar), 8.04 (s, 1 H, Ar), 8.96 (d, 1 H, J=1 .5 Hz, Ar); MS (ES+): m/e 242 (M+1 ).

The synthetic route of 52833-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; GHOSH, Usha; MORE, Tulsidas; KULKARNI, Mahesh; BAJAJ, Komal; BURUDKAR, Sandeep; RIZVI, Zejah; WO2014/80241; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1211580-54-9 ,Some common heterocyclic compound, 1211580-54-9, molecular formula is C6H4BrF2N, 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 a solution of 4-bromo-2-(difluoromethyl)pyridine (2.5 g, 12.02 mmol), ethynyltrimethylsilane (2.5 mL, 18.03 mmol) and triethylamine (8.4 mL, 60.10 mmol) in DMF (30.0 mL) was degassed by bubbling with argon for 30 min treated with Pd(PPh3)2Cl2 (0.42 g, 0.60 mmol) with continued argon bubbling, treated Cul (0.23 g, 1.20 mmol), warmed to 65C overnight. Reaction mixture was cooled to room temperature and partitioned between 1M HC1 and EtOAc. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The suspension was concentrated to dryness and the resulting crude product was purified by Teledyne-Isco flash system by using Hexane/EtOAc, 0 to 5% of hexane in ethyl acetate to provide compound 17 as light yellow liquid ( 1.85 g, 69% yield). lH NMR (400 MHz, DMSO-d6) delta (ppm): 8.70 (d, 1H), 7.69 (s, 1H), 7.61 (d, 1H), 7.09-6.81 (m, 1H), 0.26 (s, 9H); MS (ESI): Calcd. for Cl lH13F2NSi: 225, found 226 (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,1211580-54-9, its application will become more common.

Reference:
Patent; NANTBIO, INC.; TAO, Chunlin; POLAT, Tulay; YU, Chengzhi; (65 pag.)WO2019/5297; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem