Category: 1243204-92-3

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. 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile

3- Methoxy-4-(4-methyl-1 /-/-imidazol-1-yl)benzonitrile (46.9 g, 0.22 mol), in methanol (176 ml_) and water (88 ml_), were treated with potassium hydroxide (85%, 16.5 g, 0.25 mol) and the resulting solution was refluxed for 72 hours. The solution was concentrated in vacuo to approximately 100 ml_, and the resulting solid was removed by filtration. Water (40 ml_) was added to the filtrate, which was then acidified to pH 5 by addition of small portions of 30% aqueous hydrochloric acid (approximately 40 ml_). The resulting thick suspension was heated to reflux for 5 minutes and left to cool overnight. The mixture was filtered, and the white solid was washed with water (3 x 20 ml_) and dried in vacuo to afford the title compound as a white powder. Yield: 53.76 g, 0.231 mmol, quantitative. LCMS m/z 233.1 (M+1 ). 1H NMR (300 MHz, CD3OD) 5 2.36 (d, J=1.0 Hz, 3H), 3.97 (s, 3H), 7.43 (m, 1H), 7.56 (d, J=8.2 Hz, 1 H), 7.76 (dd, J=8.1 , 1.7 Hz, 1 H), 7.84 (d, J=1.6 Hz, 1 H), 8.66 (d, J=1.5 Hz, 1 H).

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1243204-92-3, A common heterocyclic compound, 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile, molecular formula is C12H11N3O, 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.

b) Preparation of intermediate 2 and 2a. A stirred sol. of intermediate 1 (1.40 g, 6.57 mmol) in anhydrous EtOH (1.4 ml) and Et2O (28 ml) was cooled at 0 0C. HCl gas was bubbled through the contents for 20 min, then the ensuing r.m. left to stir overnight at r.t. The precipitated product was collected by filtration and dried to give the HCl salt of the desired product as an off-white solid. Yield: 1.72 g of intermediate 2 (78.9%). Intermediate 2 was used as such in the next reaction step, or was converted into the free base by dissolving it in water, basifying the solution via addition of Na2Ctheta3, and extraction of the resulting suspension with DCM. The organic layer was dried (MgSO4), filtered and cone, in vacuo to yield intermediate 2a (quantitative yield).

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; WU, Tongfei; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; BISCHOFF, Francois, Paul; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; DE CLEYN, Michel, Anna, Jozef; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; WO2011/6903; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – 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. 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1243204-92-3

Example B3 a) Preparation of compound 4 A mixture of intermediate 1 (443 mg, 2.08 mmol), 4-fluorobenzoic acid hydrazide (320 mg, 2.08 mmol) and K2CO3 (143 mg, 1.04 mmol) in n-BuOH (15 ml) was heated in the microwave at 120 0C for 12 h. The solvent was removed under reduced pressure and the resulting residue partitioned between EtOAc/H2O. The phases were separated. The aq. phase was extracted with EtOAc, and the combined organic extracts were washed with brine and dried (MgSO^. Filtration and concentration under reduced pressure gave the crude product which was purified by column chromatography over silica gel (eluent: 100:0 to 90: 10 DCM/MeOH, gradient elution). The product fractions were collected and evaporated to yield 450 mg of compound 4 (62.0 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1243204-92-3.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; WU, Tongfei; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; BISCHOFF, Francois, Paul; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; DE CLEYN, Michel, Anna, Jozef; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; WO2011/6903; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C12H11N3O

3-Methoxy-4-(4-methyl-lH-imidazol-l-yl)benzonitrile (100 mg, 0.469 mmol) was placed in a reaction vessel, and a 5 M aqueous sodium hydroxide solution (1 mL) and methanol (2 mL) were successively added to the vessel. The resultant mixture was stirred at room temperature for 2 hours, and then further stirred at 65C for 5 hours. The resultant reaction mixture was concentrated under a reduced pressure, and a 2 M aqueous hydrochloric acid solution (4 mL) and water (4 mL) were successively added to the concentrate. The solids collected by filtration were dried under a reduced pressure to obtain 98 mg of a title compound. Yield: 78%.

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management CO., LTD.; YOSHIKAWA, Seiji; KAYANO, Akio; WO2011/37244; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – 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. 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C12H11N3O

3- Methoxy-4-(4-methyl-1 /-/-imidazol-1-yl)benzonitrile (46.9 g, 0.22 mol), in methanol (176 ml_) and water (88 ml_), were treated with potassium hydroxide (85%, 16.5 g, 0.25 mol) and the resulting solution was refluxed for 72 hours. The solution was concentrated in vacuo to approximately 100 ml_, and the resulting solid was removed by filtration. Water (40 ml_) was added to the filtrate, which was then acidified to pH 5 by addition of small portions of 30% aqueous hydrochloric acid (approximately 40 ml_). The resulting thick suspension was heated to reflux for 5 minutes and left to cool overnight. The mixture was filtered, and the white solid was washed with water (3 x 20 ml_) and dried in vacuo to afford the title compound as a white powder. Yield: 53.76 g, 0.231 mmol, quantitative. LCMS m/z 233.1 (M+1 ). 1H NMR (300 MHz, CD3OD) 5 2.36 (d, J=1.0 Hz, 3H), 3.97 (s, 3H), 7.43 (m, 1H), 7.56 (d, J=8.2 Hz, 1 H), 7.76 (dd, J=8.1 , 1.7 Hz, 1 H), 7.84 (d, J=1.6 Hz, 1 H), 8.66 (d, J=1.5 Hz, 1 H).

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 1243204-92-3 as follows. Quality Control of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile

[0428] To a stirred solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl) benzonitrile (450 mg, 2 mmol) in MeOH (23 mL) at room temperature under an argon atmosphere were added hydroxyl amine hydrochloride (230 mg, 2 mmol) and sodium bicarbonate (230 mg, 3 mmol). The reaction mixture was stirred at 85 C for 3 h. After consumption of starting material (by TLC), the volatiles were evaporated in vacuo. The residue was diluted with ice cold water (50 mL), stirred for 10 mm, to obtain the solid. The solid was collected by filtration and dried in vacuo to obtain (Z)-iV-hydroxy-3-methoxy-4-(4-methyl-1H-imidazol-1- yl) benzimidamide (450 mg, 88%) as an off-white solid.?H NMR (DMSO-d6, 500 MHz): 9.73 (s, 1H), 7.79 (s, 1H), 7.47 (s, 1H), 7.37 (s, 2H), 5.92 (s, 2H), 3.82 (s, 3H), 2.15 (s, 3H); LCMS: 92.4%; 247 (M+1); (column; X-select CSH C-18 (50 x 3.0 mm, 2.7 tim); RT 2.06 mm; mobile phase: 2.5mM NH400CH in water+5% ACN:ACN+5% 2.5mM NH400CH in water; T/B%: 0.01/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: 3% MeOH/CH2C12 (R1: 0.3).

According to the analysis of related databases, 1243204-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – 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. 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H11N3O

3-Methoxy-4-(4-methyl-lH-imidazol-l-yl)benzonitrile (3.50 g, 16.4 mmol) was suspended in tetrahydrofuran (31.6 ml) in a nitrogen gas atmosphere at -10C and then, to the resultant suspension were added dropwise a Vitride (TM, manufactured by Sigma- Aldrich Corporation) toluene solution (65 wt%, 3.47 g, 11.2 mmol) using a syringe. After completion of the dropwise addition, the solution was stirred at -10C for one hour, and disappearance of the raw material was confirmed by TLC (silica gel; developing solvent: ethyl acetate; UV detector). Acetone (0.26 mL, 3.58 mmol) was added to the reaction mixture and stirred for 10 minutes, and then the resultant mixture was added dropwise to 5 M hydrochloric acid (18 mL) cooled at 7C while stirring, followed by temperature elevation to room temperature. The resultant solution was added dropwise to a mixture of a 5 M aqueous sodium hydroxide solution (20.4 mL) and toluene (32 mL), which was cooled to 7C in advance, while stirring, and the temperature of the resultant mixture was elevated to room temperature. The lower layer (aqueous layer) was separated from the organic layer, the aqueous layer was further extracted with toluene (18 mL) and the toluene layer and the above organic layer were combined. The combined organic layer was washed with a 10% aqueous sodium chloride solution (18 mL x 4) and then filtered through a Celite (1 g) pad, and the resultant filtrate was concentrated under a reduced pressure at a water bath temperature of 50C. The residue was further subjected to azeotropic distillation with toluene under a reduced pressure to obtain 3.70 g of a crude product containing a title compound.The obtained crude product was dissolved in a mixture of toluene (3.5 mL) and acetone (7 mL) at 60C, and n-heptane (15.8 mL) was slowly added dropwise to the resultant solution while stirring so that the internal temperature was maintained at 50C or higher. After completion of the dropwise addition, the solution was subjected to crystallization (seed crystal: lotNo. A6103102) at 53C, the water bath was removed and the slurry was gradually cooled to room temperature and stirred overnight. The resultant slurry was further cooled to 7C and stirred for 9 hours and 30 minutes, and then the solids were collected by filtration and washed with an acetone/n-heptane (1/3) mixture which was cooled to 7C in advance, and dried under a reduced pressure at 45 to 50C for 1.5 hours to obtain 2.64 g of a title compound (yield: 74.4%). The quantitative determination by HPLC showed that the loss of the compound into the mother liquor was 0.435 g (12.3%).The above-obtained title compound (2.64 g) and the mother liquor (containing 0.435 g of the compound) were mixed together, the mixture was concentrated, the concentrate was dissolved in a mixture of toluene (3 mL), acetone (6 mL), and tert-butyl methyl ether (18 mL), which was warmed at 48C, and then the resultant solution was cooled to 42C to perform a crystallization. The resultant slurry was gradually cooled to room temperature and stirred overnight. To the slurry was further added dropwise tert-butyl methyl ether (9 mL), and then the resultant mixture was stirred for one hour, cooled to 8C and stirred for one hour, followed by stirring at 4C overnight (17 hours). The solids were collected by filtration and dried under a reduced pressure to obtain 1.97 g of a title compound (yield: 64.6%). The quantitative determination by HPLC showed that the loss of the compound into the mother liquor was 0.674 g (22%).

According to the analysis of related databases, 1243204-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management CO., LTD.; YOSHIKAWA, Seiji; KAYANO, Akio; WO2011/37244; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem