Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, 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, 936011-17-5, blongs to pyridine-derivatives compound. Safety of 5-Bromo-2-methoxyisonicotinaldehyde

To a solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (23.5 g, 108.8 mmol) in MeOH (100 mL) were successively added a solution of I2 (35.9 mg, 141.4 mmol) in MeOH (75 mL) and a solution of KOH (15.9 g, 282.8 mmol) in MeOH (75 mL) at 0 C. The resulting mixture was stirred for 1 hr at 0 C and the reaction was quenched with saturated aqueous NaHS03. The resulting mixture was diluted with DCM (400 mL). The separated organic phase was washed with H20 (150 mL) and brine (150 mL), dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash column (eluting with PE_EA=20: 1, v:v) to give methyl 5-bromo-2-methoxy-pyridine-4-carboxylate (14.9 g) as a light yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (81 pag.)WO2018/83136; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 880870-13-3, 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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, molecular formula is C6H5BrClNO, 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.

Step B: 6-chloro-4-methoxypyridine-3 -carbonitrile: A solution of 5 -bromo-2-chloro-4- methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 mm. Atthis point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 C for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate/hexane to afford the product.

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 880870-13-3, 5-Bromo-2-chloro-4-methoxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89364-04-5 , The common heterocyclic compound, 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

After the phenoxazine 20.0g (109.16mmol), 3-Bromo-4-nitro-pyridine 25.21 g (120.08mmol), the NaO (t-Bu) 15.73 g (163.75 mmol), the Pd 2 (dba) 3 2.99 g (3.27 mmmol) was suspended in the toluene 436 mL P (t-Bu) 31.58 mL (6.55 mmol) was put and it mixed reflux underthe nitrogen air current for 24 hours. It extracts in thedichloromethane and distilled water and the organic layer the silica gel is filtered. Hexane the organic solution is removed: it recrystallized as the dichloromethane andethyl acetate and it obtained the intermediate product(I) 23.33 g (yield : 70 %) by the dichloromethane = 7 :3 (v/v) after the silica gel column.

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Industries Co., Ltd.; Jang, Yuna; Hong, Jin Suk; Kang, Dong Min; Sin, Ji Hun; Yu, Dong Gyu; Yu, Uhn Sun; Lee, Byung Kwan; Lee, Sang Sin; Lee, Han Ir; Jung, Su Young; Han, Su Jin; (34 pag.)KR2015/41508; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, 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: 77837-09-3, blongs to pyridine-derivatives compound. SDS of cas: 77837-09-3

6-Oxo-1-phenyl-1,6-dihydropyridine-3-carboxylic acid: Lithium hydroxide monohydrate (0.366 g, 8.73 mmol) was added to a mixture of methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate (1.0 g, 4.37 mmol), tetrahydrofuran (9 mL) and water (6 mL) at 0° C. The mixture was stirred for 1 hour, diluted with water and washed with ethyl acetate. The pH of the aqueous layer was adjusted to 2 using 2 N hydrochloric acid and the precipitate was filtered to give the title compound as a brown solid (0.740 g, 79percent). m.p. 256-263° C.; 1H NMR (400 MHz, DMSO-d6) delta 6.53 (d, J=9.4 Hz, 1H), 7.40-7.49 (m, 5H), 7.87 (dd, J=2.5, 9.8 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H); IR (KBr) nu 3446, 1708, 1645, 1577, 1263, 1228 cm-1; MS 214 (M-1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77837-09-3, Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 109306-86-7, 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 109306-86-7, name is 2-(2-Bromophenyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 29; Preparation of Substrate 14To the solution of 2-(2-bromophenyl)rhoyridine (70.0 mg, 0.3 mmol, lequiv) in 5 mL of dry ether, n-Butyl lithium (0.37 mL of 1.6M in hexane, 0.6 mmol, 2 equiv) was added dropwise at -400C under nitrogen atmosphere. After stirring for 30 min, the reaction mixture was quenched with 0.5 mL of D2O at the same temperature and continued stirring for half an hour. The reaction mixture was diluted with 20 mL of ethyl acetate and washed with 20 mL of brine. The organic layer was dried over Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography on silica gel (Rf = 0.30 in 2:1 hexane: ether) to give the ortho-duetero compound 14 as a clear liquid (42.0 mg, 90%). 1H NMR (400 MHz, CDCl3) delta 8.70 (d, J= 4.8 Hz, IH), 7.99 (d, J= 8.0 Hz, IH), 7.78-7.72 (m, 2H), 7.50-7.47 (m, 2H), 7.42 (t, J = 7.6 Hz, IH), 7.22-7.19 (m, IH); 13C NMR (100 MHz, CDCl3) delta 157.79, 150.02, 139.66, 137.08, 129.29, 129.09, 128.97, 127.22, 122.43, 120.91; IR (thin film) v 3057, 1586, 1458 cm’1; HRMS (TOF) Calcd for CnH9DN (M + H) 157.0876, found 157.0882.

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 109306-86-7, 2-(2-Bromophenyl)pyridine.

Reference:
Patent; BRANDEIS UNIVERSITY; WO2007/123910; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109306-86-7, 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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, 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.

General procedure: 2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16. Suzuki-Miyaura cross-coupling reactions were performed in toluene, at 90 C. Under these conditions, the treatment of a mixture of compounds 5, 6, and 7 with 4.0 mol of RB(OH)2 and 4.0 mol of K3PO4, in the presence of Pd(PPh3)4 (10 mol %), for 24 hr quantitatively gives the corresponding tris-heteroleptic complexes Ir(acac) {kappa2-C,N-[C6RH3-py]}{kappa2-C,N-[C6H4-py]} (R=Me (8), Ph (9)), which were isolated after column chromatography as pure yellow solids in about 75% yield (about 60% with regard to the starting dimer (1) which a person of skill would not expect, particularly for a one-pot procedure. Compounds (8) and (9) were characterized by X-ray diffraction analysis. FIG. 5 shows the geometry around the iridium is octahedral with the pyridyl groups situated mutually trans. In the perpendicular plane, the metalated carbon atoms of the phenyl groups lie trans to the acac-oxygen atoms.

According to the analysis of related databases, 109306-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 887707-23-5 ,Some common heterocyclic compound, 887707-23-5, molecular formula is C6H3F3INO, 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.

Step B. 2-chloro-5-iodo-3-(trifluoromethyl)Dyridine A suspension of 5-iodo-3-(trifluoromethyl)pyridin-2-ol (3.0 g, 10.4 mmol) in POCI3 (8 mL) was heated at 100 C overnight. After cooling down to room temperature, the mixture was poured into ice (50 g). The resulting aqueous layer was neutralized by Na2C03 and extracted with ethyl acetate (70 mL x 2). The extracts were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using petroleum ether:EtOAc (100: 1-4: 1) as eluting solvents to afford 2- chloro-5-iodo-3-(trifluoromethyl)pyridine as a white solid (2.0 g, 63%). 1H NMR (500 MHz, CDCls) delta (ppm) 8.78 (d, J = 2.0 Hz, 1H), 8.28 (d, J = 2.0 Hz, 1H).

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. 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD; AUVIN, Serge; LANCO, Christophe; CHAO, Qi; GU, Kaichun; WO2015/100613; (2015); 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. 17117-13-4, name is 2-Bromo-4-ethoxypyridine, molecular formula is C7H8BrNO, 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. Application In Synthesis of 2-Bromo-4-ethoxypyridine

7.05.01. 2-(3, 5-Bis-(4-fluoro-phenyl)-(l, 2, 4) triazol-l-yl)-l-(4-(4-ethoxy-pyridin-2-yl)- piperazin- 1 -yl)-ethanone 17 mg BINAP and 24 mg tris-(dibenzylidenacetone)palladium(0) were added to 255 mg casiumcarbonate, 65 mg 2-brom-4-ethoxy-pyridine and 100 mg 2-(3, 5-Bis-(4-fluoro-phenyl)-(l, 2, 4) triazol-l-yl)-l-piperazin-l-yl-ethanone in 10 mL toluole under nitrogen atmosphere. The reaction was refluxed for 4 days. The mixture was filtered and the filtrate was evaporated. The residue was purified by HPLC. Rt: 1.22 min (method B), (M+H)+: 505

With the rapid development of chemical substances, we look forward to future research findings about 17117-13-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WO2013/107761; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1111637-74-1, Adding some certain compound to certain chemical reactions, such as: 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone,molecular formula is C7H5BrFNO, 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 1111637-74-1.

Step 4:77 78To a solution of compound 77 (40 g, 0.184 mol) in ethanol (300 mL) was added NH2NH2 (27.6 g, 0.553 mol) at room temperature. After the addition, the reaction mixture was refluxed overnight. TLC (petroleum ether/EtOAc 3:1 ) indicated the complete consumption of compound 77. The reaction mixture was allowed to cool to room temperature, and concentrated in vacuo to give crude product, which was purified by column chromatography (silica gel, petroleum ether/EtOAc from 10:1 to 3:1 ) to yield 78 (30 g, 76%) as a white solid.

According to the analysis of related databases, 1111637-74-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
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. 62150-46-3, name is 4-Bromopicolinamide, the common compound, a new synthetic route is introduced below. SDS of cas: 62150-46-3

The flask was charged with tris(dibenzylideneacetone)dipalladium (0) chloroform adduct (53.2 mg, 51.4 mumol), cesium carbonate (402 mg, 1.23 mmol), 4-bromo- picolinamide (103.4 mg, 0.514 mmol), 8-chloro-2-(2-chlorophenyl)quinoline-3- sulfonamide (200 mg, 0.566 mmol), tBuXPhos (37.0 mg, 77.2 mumol) and filled with N2. Thentoulene (15.0 ml ) was added and N2 was bubbled through the mixture for 10 minutes. The mixture was heated at 100C for 16 hours. The mixture was cooled to room temperature, evaporation of the solvent, diluted with CH2Cl2-MeOH (1:1, 25mL), filtered through a pad of Celite. The mixture was concentrated, and the residue was diluted with MeOH. The solution was purified by HPLC, 20%-70% of B in 35min. The collected fractions were concentrated and neutralized by adding aq. NaHCO3. Filtration and rinse with water gave 4-(8- chloro-2-(2-chlorophenyl)quinoline-3-sulfonamido)picolinamide, 1H-NMR (MeOD) delta 9.33 (s, 1 H), 8.21(d, J= 8.0 Hz, IH), 8.09 (d, J= 7.8 Hz, IH), 7.74 (t, J= 7.8 Hz, IH), 7.61 (s, 1 H), 7.36-7.50 (m, 6 H), 7.08 (d, J= 8.0 Hz, IH) . Mass Spectrum (ESI) m/e = 472.9 (M + 1).

The synthetic route of 62150-46-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2008/118455; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem