Day: September 29, 2021

Application of 24242-20-4, 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. 24242-20-4, name is 5-Aminopicolinic acid, molecular formula is C6H6N2O2, 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 5-aminopyridiencarboxylic acid (16; 8.4 g, 60.8 mmol) inethanol ( 100 mL) was added SOO2 (14.5g, 120 mmol) at 0 C. The mixture was refluxed for 1 2 h. The solvent was removed and saturated Na2C03 solution was added to adjust pH=9 and fi ltrated to give a solid. Dried in vacuo to give ethyl 5-aminopicolinate ( 17; 7.5 g? 75%). M S (ESI) calcd forC8H,oN202 (m/z) 166.18.

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 24242-20-4, 5-Aminopicolinic acid.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S.; WO2011/59839; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 95897-49-7, 7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-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, 95897-49-7, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO2

Example 50 : 4-(6-((2, 3-dihydro- [1,4] dioxino [2,3-b] pyridin-7-yl)amino)pyridin-3-yl)- N,N-dimethylbenzamide [0531] The title compound was prepared as described in Example 25, starting from 4-(6- amino-3-pyridyl)-N,N-dimethyl-benzamide and 7-bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine and heating at 80 C for 2 days, to give the product as a solid (29 mg, 23%). NMR (500 MHz, DMSO-rie) d ppm 2.93 – 3.02 (m, 6 H), 4.24 (dt, J=3.78, 2.21Hz, 2 H), 4.35 (dt, J=3.78, 2.21Hz, 2 H), 6.87 (d, J=8.57 Hz, 1H), 7.46 – 7.48 (m, 2 H), 7.68 – 7.71 (m, 2 H), 7.87 (d, J=2.52 Hz, 1H), 7.92 – 7.96 (m, 2 H), 8.52 (d, J=2.2l Hz, 1H), 9.21 (s, 1H). MS ES+ m/z 377 [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,95897-49-7, its application will become more common.

Reference:
Patent; PETRA PHARMA CORPORATION; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; KESICKI, Edward A.; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (450 pag.)WO2019/126731; (2019); 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. 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., COA of Formula: C7H8N2

To a solution of sulfurisocyanatidic chloride (23 mg, 0.17 mmol) in DCM (1 mL) in an ice-water bath was added a solution of Intermediate GW-17.2 (60 mg, 0.17 mmol) and DIPEA (0.06 mL, 0.33 mmol) in DCM (1 mL) and the reaction mixture was stirred for 2 min. Then a solution of 2,3-dihydro-lH-pyrrolo[2,3-b]pyridine (30 mg, 0.25 mmol) in DCM (1 mL) was added, followed by DIPEA (0.1 mL, 0.66 mmol) and the reaction mixture was stirred for 2 min. The bath was removed, the reaction mixture was stirred at rt for 2 h, concentrated, the residue was redissolved in DMF and purified by preparative HPLC to afford the title compound (9.9 mg). LC-MS retention time = 2.54 min; m/z = 517.20 [M+H]+. (Column: Phenomenex C18 2.0 X 50 mm, 3 muiotaeta particles; Mobile Phase A: 10% MeOH-90% H2O-0.1% TFA; Mobile Phase B: 90% MeOH-10% H2O-0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 4 min, then a 1-min hold at 100% B; Flow: 0.8 mL/min; Detection: UV at 220 nm).

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, 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BENDER, John A.; GENTLES, Robert G.; PENDRI, Annapurna; WANG, Alan Xiangdong; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; NGUYEN, Van N.; YANG, Zhong; WANG, Gan; KUMARAVEL, Selvakumar; THANGATHIRUPATHY, Srinivasan; BORA, Rajesh Onkardas; HOLEHATTI, Shilpa Maheshwarappa; METTU, Mallikarjuna Rao; PANDA, Manoranjan; (319 pag.)WO2016/172424; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 888721-65-1 ,Some common heterocyclic compound, 888721-65-1, molecular formula is C13H10FNO3, 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 48 N-(4-(6-Amino-1-methyl-1H-indazol-5-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide methanesulfonate To a 10 mL screw-cap vial is added 5-(4-amino-2-fluorophenoxy)-N-benzhydryl-1-methyl-1H-indazol-6-amine (91 mg, 208 mumol), 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (66.7 mg, 269.78 mumol), EDCI (90.9 mg, 466.9 mumol) and HOBt (47.7 mg, 311.3 mumol) followed by DMF (2 mL, 25.9 mmol). To the mixture is added DIPEA (90.5 muL, 518.8 mumol) and the mixture is stirred at RT for 12 hours. Additional EDCI (50 mg), HOBt (25 mg), DIPEA (0.02 mL), and 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (40 mg) are added and the mixture is stirred for an additional 24 hours. The reaction is diluted into EtOAc (100 mL) and washed with saturated aqueous sodium chloride (3*25 mL). The combined aqueous solution is extracted with EtOAc (1*25 mL). The combined organic (100 mL) and washed with saturated aqueous sodium chloride (3*25 mL). The combined aqueous solution is extracted with EtOAc (1*25 mL). The combined organic solution is dried over Na2SO4, filtered, and concentrated to dryness. The residue is purified on a silica gel column eluding with DCM (A) and a 10% MeOH in DCM solution (B), gradient from 100% (A) to 90%(A): 10%(B) over 60 min to give a clear wax material as the desired product (114 mg, 82% yield). MS (m/z) 667.8 (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. 888721-65-1, 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LI, Tiechao; POBANZ, Mark Andrew; SHIH, Chuan; WU, Zhipei; YANG, Wei Jennifer; ZHONG, Boyu; US2010/22529; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53937-02-3, 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, 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.

2a 4-Benzyloxy-1 -[2-(4-hydroxymethyl-phenyl)-ethyl]-1 /-/-pyridin-2-oneA mixture of 13.0 g (64.6 mmol) 4-benzyloxy-1 /-/-pyridin-2-one, 23.7 g (90.4 mmol) [4-(2-iodo- ethyl)-phenyl]-methanol (preparation 1 b) and 63.1 g (194 mmol) cesium carbonate in 55 mL of DMF is stirred overnight at RT. The reaction mixture is heated to 700C, filtered through a pad of celite which is washed with hot DMF. The solvent is removed almost completely. After cooling to RT, MeOH is added, the precipitate is filtered, washed with EtOAc and water and is dried in vacuo at 400C (fraction A). MeOH is removed in vacuo, the residue is redissolved in DMF and purified by reverse HPLC (Zorbax stable bond, C18; water (0.1 % formic acid)/acetonitrile 95:5 to 10:90) to give fraction B, which is combined with fraction A. Yield: 10.0 g (46% of theory) ESI Mass spectrum: [M+H]+ = 336 Retention time HPLC: 3.5 min (method A).

According to the analysis of related databases, 53937-02-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/22979; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 641569-94-0, 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. 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. A new synthetic method of this compound is introduced below.

4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid (100 g, 0.326 mole) and 5-(4-methyl- IH-imidazol-1-yl)-3-(trifluoromethyl)benzenamine (78.75 g, 0.326 mole) were stirred in N-methyl pyrrolidone (700 ml) at 55-60C. Thionyl chloride (83 ml, 0.978 mole) was added and the temperature of the reaction mass was raised to 75C and stirred for 6 hours. The reaction masswas cooled to 40-45C, and water (500 ml) was added. The reaction mass was cooled to 20-25C and acetone (3000 ml) was added. The reaction mass was further stirred for 12 hours. The solid was isolated by filtration and washed with acetone to obtain nilotinib base.Yield :- 200 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,641569-94-0, its application will become more common.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; CHINIMILLI, Venugopalarao; GANGRADE, Manish Gopaldas; (21 pag.)WO2016/151304; (2016); 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. 5832-44-0, name is 4-Methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-Methyl-3-nitropyridine

Example 6; Scheme F; A mixture of f-1 (0.0094 mol) and paraformaldehyde (0.0075 mol) in DMSO (4.5 ml) and triton B (0.35 ml) was stirred at 90C for 4 hours, and then purified by column chromatography over silica gel (eluent: CH2Cl2; 15mum). The pure fractions were collected and the solvent was evaporated, yielding: 0.15 g of intermediate f-2 (10%).

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, 5832-44-0, 4-Methyl-3-nitropyridine.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2006/136562; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65001-21-0, 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 65001-21-0, name is 5-Bromopyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromopyridine-3-sulfonyl chloride (3.5 g, 14 mmol) (described in the synthesis of Example 170) and glycine ethylester (2.1 g, 20 mmol), diisopropyl ethyl amine (2.6 g, 20 mmol) in THF (70 mL) was stirred at room temperature for 16 h. The reaction mixture was partitioned between saturated aqueous sodium chloride and ethyl acetate. The organic solution was separated, dried and evaporated under reduced pressure. The residue was purified using flash column chromatography using ethyl acetate/hexanes as eluent to obtain ethyl 2-(5- bromopyridine-3-sulfonamido)acetate (600 mg, 14 %). LCMS Method I: retention time 1.31min; [M+l] = 323,325.

According to the analysis of related databases, 65001-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6937-03-7, Adding some certain compound to certain chemical reactions, such as: 6937-03-7, name is Methyl 2-aminoisonicotinate,molecular formula is C7H8N2O2, 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 6937-03-7.

General procedure: A dried glass reaction tube equipped with a magnetic stir bar was charged with 1 (106 mg, 0.5 mmol), 2 or 4 (141.2 mg, or 207 mg,1.5 mmol), I2 (254 mg, 1 mmol) in DCE (10 mL); stirred at 100 C for30 min. The solvent was evaporated under vacuum, and washed with saturated sodium thiosulfate solution, water, brine. The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated to give the crude product, which was purified through flash column chromatography (ethyl acetate in petroleum ether) to give the desired product.

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. 6937-03-7, Methyl 2-aminoisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guo, Yanchun; Wang, Yuexiu; Xue, Han; Cao, Shuxia; Zhao, Yufen; Tetrahedron; vol. 75; 11; (2019); p. 1481 – 1491;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74420-15-8, 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. 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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.

[0393] 3-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine: [0394] 3-bromo-lH-pyrrolo[2,3-b]pyridine (10.7 kg, 54.3 moles) was added to 94.3 kg of THF in a 200 L glass-lined reactor. The solid was dissolved completely by stirring. After the mixture was cooled to about 10-15 C, NaH (3.4 kg, 85 moles) was added in portions (about 200-250 g each portion) every 3 to 5 minutes while venting any gas released by the reaction. After the addition of NaH, the mixture was stirred for one hour while maintaining the temperature of about 10-20 C. 4-methylbenzenesulfonylchloride (12.4 kg, 65.0 moles) was added at a rate of 0.5 kg/10 minutes at about 10-20 C. After the addition was complete, the temperature was maintained at about 10-20 C. The completeness of the reaction was measured by HPLC (method A) with sample aliquots after 30 minutes. The reaction was considered complete when the peak area of 3-bromo-lH-pyrrolo[2,3-b]pyridine was less than 1% (after about 1.5 hours). Typical retention time for 3-bromo-l-tosyl-lH-pyrrolo[2,3- bjpyridine was 20.2 minutes. [0395] The reaction was quenched with water (10.7 kg) while maintaining the temperature below 20 C. Dichloromethane (41.3 kg) was added to the mixture. Then 3% HC1 acid (42.8 kg) was added into the mixture while maintaining the temperature below 25 C. After the addition, the phases were allowed to separate for 0.5 hour. The aqueous phase was extracted twice with dichloromethane. During each extraction, the mixture was stirred for 15 minutes and then held for 15 minutes. All the organic phases were combined. The combined organic phases were washed with 3% HC1 acid (33.4 kg) and water (40 kg). During each wash, the mixture was stirred for 15 minutes and then held for 30 minutes. [0396] The mixture was transferred into a 50 L vacuum filter and filtered through silica gel (3 kg). The cake was washed with dichloromethane (35 kg) twice. The filtrate and washings were combined. The organic phase was concentrated below 40 C under vacuum of a pressure less than -0.085 MPa until 10 L mixture remained. Petroleum ether (9 kg) was added into the residue. The mixture was stirred until it was homogeneous. The slurry was transferred into a 50 L vacuum filter and filtered. The cake was washed with petroleum ether (9 kg). A light brown solid resulted (17 kg, 99.7% purity as measured by HPLC analysis (method A), 94% yield of 3-bromo-l-tosyl-lH-pyrrolo[2,3-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 74420-15-8, 3-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HOOCK, Thomas Carl; CHAVAN, Ajit Bhiwaji; CHEN, Yingxue; GARG, Varun; HUANG, Jiayin; MAHNKE, Lisa Ann; ROBERTSON, Sarah Marie; SEWELL, Kathryn Lea; TAYLOR, Lori Kell; WO2014/201332; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem