Category: 53937-02-3

Electric Literature of 53937-02-3, 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 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows.

Example 2Preparation of 4-(Benzyloxy)-l-(l-(2-morpholinoethyl)-li/-indazol-5-yl)pyridin-2(liJ)- one hydrochloridea) 4-(Benzyloxy)- 1 -(3 -methyl-4-nitrophenyl)pyridin-2( Ii7)-one; Chemical Formula: C19H16N2O4Exact Mass: 336.11 Molecular Weight: 336.34[0083] To a solution of 5-fluoro-2-mtrotoluene (1.00 g, 6.44 mmol) in DMF (6.5 mL) was added 4-benzyloxy-pyridin-2(lH)-one (1 11 g, 5.55 mmol) and Na2CO3 (0.588 g, 5.55 mmol). After stirring at 12O0C for 56 hours, the reaction mixture was cooled, and the solids were collected by filtration and washed with EtOAc (100 ml) and H2O (100 mL). The solids were triturated with hot H2O (50 mL) and then washed with Et2O (50 mL) to yield the title compound (0.94 g, 50%) as a light yellow solid: 1H NMR (500 MHz, DMSO-^6) delta 8.08 (d, J= 8.5 Hz, IH), 7.64 (d, J= 8.5 Hz, IH), 7.58 (d, J= 2.0 Hz, IH), 7.50 (dd, J = 9.0, 2.5 Hz, IH), 7.47-7.37 (m, 5H), 6.16 (dd, J = 8.0, 3.0 Hz, IH), 6.01 (d, J= 2.5 Hz, IH), 5 15 (s, 2H), 2.55 (s, 3H); ESI MS m/z 337 [M + H]+

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 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); 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

Electric Literature of 53937-02-3, Adding some certain compound to certain chemical reactions, such as: 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone,molecular formula is C12H11NO2, 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 53937-02-3.

b) 4-(Benzyloxy)-1-(1,2,3,4,5,6-hexahydroazepino[4,5-b]indol-8-yl)pyridin-2(1H)-one hydrochloride A suspension of 4-(benzyloxy)pyridin-2(1H)-one (71 mg, 0.35 mmol), tert-butyl 8-bromo-6-tosyl-1,2,4,5-tetrahydroazepino[4,5-b]indole-3(6H)-carboxylate (202 mg, 0.389 mmol), CuI (81 mg, 0.43 mmol), 8-hydroxyquinoline (62 mg, 0.43 mmol) and Cs2CO3 (127 mg, 0.389 mmol) in DMSO (10 mL) was degassed under reduced pressure for 45 min. The suspension was put under N2 and stirred at 135 C. for 4.5 h. The suspension was cooled, 9:0.9:0.1 CH2Cl2/MeOH/NH4OH (10 mL) was added, and the resulting suspension was stirred at 25 C. for 30 min. The suspension was passed through a plug of silica gel, and the filtrate was washed with brine. The resulting solution was dried over Na2SO4 and concentrated under reduced pressure. Flash chromatography (silica gel, (1:1 EtOAc/hexanes)/(9:0.9:0.1 CH2Cl2/MeOH/NH4OH), 100:0 to 0:100) afforded 190 mg of a yellow solid. NaOH (594 mg, 14.8 mmol) was added to a solution of the yellow solid in 1:1 MeOH/CH2Cl2 (20 mL) under N2, and the resulting suspension was stirred at reflux for 16 h. The reaction was cooled, H2O was added, and the resulting suspension was filtered. Flash chromatography (silica gel, (1:1 EtOAc/hexanes)/(9:0.9:0.1 CH2Cl2/MeOH/NH4OH), 100:0 to 0:100) afforded a green solid. Preparative HPLC (Phenomenex Luna C18 (2), 250.0*50.0 mm, 10 micron, H2O with 0.05% TFA and CH3CN with 0.05% TFA) afforded 50 mg of a white powder. 2 N HCl in Et2O (200 mL) was added to a solution of the white powder in 1:1 CH2Cl2/MeOH (4 mL) under N2, and the resulting suspension was stirred at 25 C. for 18 h. The suspension was filtered, and the solid was washed with Et2O to afford the title compound (35 mg, 23%) as a white solid: mp 258-260 C.; 1H NMR (500 MHz, DMSO-d6) delta 11.18 (s, 1H), 9.06 (br s, 2H), 7.57-7.35 (m, 7H), 7.25 (s, 1H), 6.90 (d, J=8.0 Hz), 6.11-6.07 (m, 1H), 5.96 (s, 1H), 5.15 (s, 2H), 3.45-3.30 (m, 4H), 3.20-3.15 (m, 2H), 3.12-3.06 (m, 2H); ESI MS m/z 386 [M+H]+.

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; ALBANY MOLECULAR RESEARCH, INC.; US2011/3793; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 53937-02-3, Adding some certain compound to certain chemical reactions, such as: 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone,molecular formula is C12H11NO2, 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 53937-02-3.

To a mixture of tert-butyl 8-bromo-5-methyl-3,4-dihydro-lH-pyrido[4,3-delta]indole- 2(5H)-carboxylate (0.48 g, 1.3 mmol), 4-(benzyloxy)pyridin-2(lH)-one (264 mg, 1.31 mmol), 8-hydroxyquinoline (29 mg, 0.20 mmol), K2CO3 (217 mg, 1.57 mmol) and CuI (38 Attorney’s Docket 2882.023B mg, 0.20 mmol) was added DMSO (5 mL). The reaction mixture was degassed and backfilled with N2. The reaction mixture was heated to 130 0C and stirred at 130 0C overnight. After it was cooled, the mixture was filtered through a layer of Celite. The filtrate was diluted with CH2Cl2, washed with H2O and 5% LiCl, dried with Na2SO4, filtered, and concentrated. Purification by flash column chromatography (silica gel, 5% CH3OH in CH2Cl2) gave the title compound (0.28 g, 44%) as a yellow solid: 1H NMR (500 MHz, CDCl3) delta 7.36-7.29 (m, 8H), 7.13 (d, J= 8.0 Hz, IH), 6.09 (d, J= 2.0 Hz, IH), 6.03 (dd, J = 7.5, 2.0 Hz, IH), 5.05 (s, 2H), 4.61 (s, 2H), 3.84 (m, 2H), 3.66 (s, 3H), 2.82 (m, 2H), 1.49 (s, 9H); ESI MS m/z 486 [M + H]+.

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; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53937-02-3, 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. A new synthetic method of this compound is introduced below.

c) 4-(Benzyloxy)- 1 -( 1 -(2-(pyrrolidin- 1 -yl)ethyl)- lNo.-indazol-5-yl)pyridin-2( lNo.)-one; Chemical Formula C25H26N4O2Exact Mass 414 21 Molecular Weight 414 5 [0081] A suspension of 5-bromo-l-(2-(pyrrolidin-l-yl)ethyl)-lH-indazole (0 21 g, 0.70 mmol) in 1,4-dioxane (10 mL) stirred under nitrogen was treated sequentially with 4- (benzyloxy)pyridin-2(li/)-one (0.14 g, 0.70 mmol), trans- 1,2-diaminocyclohexane (0.03 mL, 0.2 mmol), CuI (28 mg, 0.15 mmol) and K2CO3 (0.19 g, 1 4 mmol). After stirring overnight at 1100C, the mixture was allowed to cool to room temperature, diluted with CH2Cl2, washed with brine, dried over Na2SO4, filtered and concentrated to dryness. Purification by flash column chromatography (silica gel, CH2Cl2/Me0H, 95:5 to 90: 10) gave the title compound (21 mg, 7%) as an off-white powder 1H NMR (500 MHz, DMSO-J6) delta 8.03 (s, IH), 7.66 (d, J = 1.4 Hz, IH), 7.53 (d, J = 8.8 Hz, IH), 7.43-7.36 (m, 6H), 7.28 (d, J = 7.5 Hz, 1 H), 6.09-6.06 (m, 2H), 5.06 (s, 2H), 4.58-4.55 (m, 2H), 3.03 (br m, 2H), 2 61 (br m, 4H), 1.81 (br m, 4H); ESI MS m/z 415 [M + H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, and friends who are interested can also refer to it.

Reference:
Patent; AMR TECHNOLOGY, INC.; WO2008/86404; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, 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, 53937-02-3, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Benzyloxy-2-(1H)-pyridone

A. Preparation of the intermediate compounds; Al. Preparation of intermediate compound 1-1; To a solution of 4-benzyloxy-2(lH)-pyridone (2 g, 10.0 mmol) in DCM (20 ml), was added 4-bromophenylboronic acid (4 g, 24.0 mmol), Cu(OAc)2 (0.360 g, 2.0 mmol), pyridine (1.51 ml, 20.0 mmol), TEMPO (1.72 g, 11 mmol) and molecular sieves (4 A) (2 g). The reaction mixture was stirred overnight at room temperature. The solid was filtered off. The filtrate was treated with an aqueous solution of NH4OH. The organic layer was separated, dried (Na2SO4) and the solvent evaporated. The resulting residue was purified by column chromatography (DCM 100 to DCM/EtOAc 4/1). The desired fractions were collected and the solvent was evaporated. The residue was treated with DIPE to yield intermediate compound 1-1 (3.16 g, 89 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53937-02-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/141200; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 53937-02-3 , The common heterocyclic compound, 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, 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.

A suspension of 4-(benzyloxy)pyridin-2(lH)-one (426 mg, 2.12 mmol), tert-hvXy 7-bromo-9-tosyl-3,4-dihydro-l/f-pyrido[3,4-delta]indole-2(9H)-carboxylate (1.28 g, 2.54 mmol), CuI (484 mg, 2.54 mmol), 8-hydroxyquinoline (369 mg, 2.54 mmol) and Cs2COs (760 mg, 2.33 mmol) in DMSO (10 mL) was degassed under reduced pressure for 45 min. Attorney’s Docket 2882.023BThe suspension was put under Ar and heated at 135 0C with stirring for 1.5 h. The suspension was cooled, 4:1 CH2C12/(9:1 MeOH/NH4OH) (50 niL) was added and the resulting suspension was stirred at 25 0C for 10 min. The suspension was passed through a plug of silica gel and the filtrate was washed with brine. The solution was dried over Na2SO4 and concentrated under reduced pressure to afford an amorphous solid. Flash chromatography (silica gel, (1 :1 EtOAc/hexanes)/(9:0.9:0.1 CH2Cl2/MeOH/NH4OH) 100:0 to 0:100) yielded the title compound (715 mg, 54%) as an off-white solid: 1H NMR (300 MHz, CDCl3) delta 8.18 (br s, IH), 7.82-7.73 (m, 2H), 7.48-7.35 (m, 6H), 7.33-7.23 (m, 4H), 6.12-5.97 (m, 2H) 5.07 (s, 2H), 4.90 (br s, 2H), 3.72-3.64 (m, 2H), 2.73-2.63 (m, 2H), 2.34 (s, 3H), 1.51 (s, 9H).

The synthetic route of 53937-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-Benzyloxy-2-(1H)-pyridone

tert-Butyl 7-bromo-5-methyl-3,4-dihydro-lH-pyrido[4,3-delta]indole-2(5H)-carbox- ylate (7.0 g, 19 mmol), 4-benzyloxypyridone (3.85 g, 19.2 mmol), K2CO3 (2.91 g, 21.1 mmol) and 8-hydroxyquinoline (418 mg, 2.88 mmol) were suspended in DMSO (50 mL) and the air removed under vacuum for 15 min. The system was then flushed with N2. This process was repeated and then copper iodide (547 mg, 2.88 mmol) was added. The evacuation/N2 flushing process was repeated twice more, and the reaction mixture was heated to 100-120 0C for 18 h. The mixture was cooled, partitioned between EtOAc and sat. NH4Cl and the organic phase removed, dried over Na2SO4, filtered and concentrated to dryness. Purification by flash column chromatography (silica gel, CH2Cl2/Me0H, 100:0 to 98:2 to 95:5 to 92:8 then 90:10) gave the title compound (4.71 g, 51%) as a yellow solid: 1H NMR (300 MHz, CDCl3) delta 7.50 (d, J= 8.2 Hz, IH), 7.43-7.35 (m, 5H), 7.32-7.29 (m, 2H), 7.01 (d, J= 7.9 Hz, IH), 6.10-6.03 (m, 2H), 5.06 (s, 2H), 4.64 (s, 2H), 3.89 (br t, 2H), 3.63 (s, 3H), 2.82 (br t, 2H), 1.50 (s, 9H).

The synthetic route of 53937-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; WO2009/89482; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53937-02-3, 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.53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, molecular weight is 201.22, as common compound, the synthetic route is as follows.

To 4-(benzyloxy)pyridin-2(1H)-one (0.358 g, 1.779 mmol) under nitrogen was added DMF (5 mL) to produce a tan suspension. To the reaction was added NaH (60% in oil) (0.074 g, 1.860 mmol) and stirred for 1.5 hours and then 3,4-difluorobenzonitrile (0.225 g, 1.618 mmol) was added. The reaction was placed in a 90 C. oil bath for 2 hours. To the tan suspension was added 50 mL of EtOAc and the mixture washed with 4×25 mL of water, dried over MgSO4, filtered and concentrated to give 0.42 g pale yellow solids. This material was purified by flash chromatography (1-5% MeOH in CH2Cl2) to yield product (263 mg, 0.805 mmol, 50%) as a tan solid. MS (ESI) 321.2 (M+1).

Statistics shows that 53937-02-3 is playing an increasingly important role. we look forward to future research findings about 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/23702; (2009); 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. 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C12H11NO2

g) tert-Butyl 8-(4-benzyloxy)-2-oxopyridin-1(2H)-yl)-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate tert-Butyl 8-bromo-6-methyl-3,4,5,6-tetrahydroazepino[4,3-b]indole-2(1H)-carboxylate (0.12 g, 0.33 mmol), 4-benzyloxy pyridinone (65 mg, 0.33 mmol), and Cs2CO3 (0.12 g, 0.38 mmol) were suspended in DMSO (2.0 mL), and the air was removed under vacuum for 15 min. The system was flushed with Ar, and 8-hydroxyquinoline (14 mg, 0.098 mmol) and copper iodide (74 mg, 0.39 mmol) were added to the suspension. The evacuation/Ar flushing process was repeated twice more, and the reaction mixture was heated at 133 C. for 18 h under N2. The mixture was cooled, diluted with 5:1 MeOH/NH4OH (25 mL), and the resulting solution was stirred at ambient temperature for 30 min. The reaction was further diluted with CH2Cl2 (75 mL), and the resulting solution was filtered through silica gel. The filtrate was concentrated under reduced pressure. The residue was diluted with CH2Cl2 and washed with H2O (1*25 mL) and brine (3*50 mL). The organic solution was dried over Na2SO4, filtered and concentrated to dryness. Flash chromatography (12 g ISCO column, (1:1 hexanes/EtOAc)/(80:18:2 CH2Cl2/MeOH/NH4OH), 100:0 for 10 column volumes, increased to 50:50 over 20 column volumes and held for 5 column volumes) gave the title compound (88 mg, 54%) as a yellow foam: 1H NMR (500 MHz, CDCl3) delta 7.63-7.52 (m, 2H), 7.42-7.36 (m, 5H), 7.31 (d, J=7.5 Hz, 1H), 6.99 (d, J=7.0 Hz, 1H), 6.10-6.09 (m, 1H), 6.04-6.03 (m, 1H), 5.05 (s, 2H), 4.71-4.62 (m, 2H), 4.14-4.10 (m, 5H), 2.97-2.96 (m, 2H), 2.04-2.03 (m, 2H), 1.44-1.37 (m, 9H).

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, 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2011/3793; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem