Category: 870837-18-6

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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

Step B:; To a solution of 77.1 b (300 mg, 1.01 mmol) in THF (5 ml) was added ‘PrMgCI. LiCI (1 M in THF, 1.3 ml, 1.3 mmol) and stirred at room temperature for 10 min, followed with addition of 77.1c (216 mg, 1.01 mmol). The resulting mixture was stirred overnight, then quenched with saturated aqueous NH4CI, extracted with EtOAc (3 X). The combination of organic layers was washed with brine, dried (Na2SO4), concentrated and purified by flash chromatography to afford product 77.1 as colorless oil (210 mg, 48%). 1H NMR (CDCI3, ppm) 7.39-7.36 (m, 1 H), 7.31-7.25 (m, 3H), 7.20- 7.10 (m, 2H), 7.09-7.02 (m, 4H), 6.44-6.35 (m, 1 H), 6.28-6.20 (m, 1 H), 5.85 (d, 1 H), 3.89 (d, 3H), 2.47 (s, 3H), 1.75-1.70 (m, 3H); MS (ES-LCMS, M+1 ) 434.2. Retention time: 2.55 min.

The synthetic route of 870837-18-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/32277; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, belongs to imidazoles-derivatives compound, 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 870837-18-6, name: 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

(2) Synthesis of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid Ethyl diethylphosphonoacetate (5.7 g) and lithium hydroxide monohydrate (1.3 g) were sequentially added to a mixed solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (5.0 g) in THF (20 mL) and ethanol (5 mL), and the reaction solution was stirred at room temperature for nine hours. A 2 N sodium hydroxide solution (20 mL) was added to the reaction solution, and the reaction solution was stirred at room temperature for 12 hours. The reaction solution was cooled to 0 C., and 2 N hydrochloric acid (20 mL) was added to the reaction solution. The resulting precipitate was collected by filtration. The resulting precipitate washed with water and ethyl acetate to obtain 5.1 g of the title compound. The property values of the compound are as follows. 1H-NMR (DMSO-d6) delta (ppm): 2.15 (s, 3H), 3.88 (s, 3H), 6.66 (d, J=16.0 Hz, 1H), 7.16 (s, 1H), 7.35 (d, J=8.0 Hz, 1H), 7.39 (d, J=8.0 Hz, 1H), 7.56 (s, 1H), 7.60 (d, J=16.0 Hz, 1H), 7.81 (s, 1H).

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.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/219181; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 870837-18-6, 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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Method B, Step 3: (7aS,12a1R)-10-fluoro-3-(3-methoxy-4-(4-methyl-1 H- imidazol-1 -yl)styryl)-6,7,7a,8-tetrahydro-5H-indeno[1 ,2- b][1,2,4]oxadiazolo[4,5-a]pyridine (B3, R9 = 4-(4-Methylimidazol-1-yl), R10 = 3- MeO-Phenyl) B2 (0.24g, 0.63mmole) was dissolved in THF and the reaction was cooled to -78C. n-Butyllithium (2.5ml in Hexane, 0.28ml) was added and the reaction was stirred at -78C for 30 minutes. 3-methoxy-4-(4-methyl-1 H-imidazol-1- yl)benzaldehyde (0.136g, 0.63mmole) in 10 ml THF (Pre-cooled to -78C) was added. The reaction was stirred at -78C for 1 hour, then at room temperature for one hour. THF was removed and the residue was partitioned between 100ml EtOAc and 100ml water. The organic layer was washed with water (2x100ml), dried with Na2SO4 and concentrated. The residue was purified by column (EtOAc/hexane from 25/75 to 100/0 in 45 minutes, 12Og silica). Yield: 0.19g, 68%. 1H NMR (CDCI3400 MHz): 7.73 (s, 1 H), 7.50 (dd, J = 8.1 , 5.12 Hz, 1 H), 7.43 (d, J = 16.8 Hz, 1 H), 7.27 (m, 1 H), 7.18 (d, J = 8.1 Hz, 1 H), 7.13 (s, 1 H), 7.00 (m, 3H), 6.52 (d, J =16.1 Hz, 1 H), 3.90 (s, 3H), 3.71 (m, 1 H), 3.30 (dd, J = 16.1 and 5.9 Hz, 1 H), 2.91 (m, 1 H), 2.64 (m, 1 H), 2.38 (d, J = 16.1 Hz, 1 H), 2.30 (s, 3H), 2.06, (m, 1 H), 1.51 (m, 2H), 1.10 (m, 1 H). MS (M+1 ): 445.2.

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, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; WO2008/153792; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 870837-18-6, These common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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 THF (40 mL) solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (4.00 g) obtained in Example 1, diethylphosphonoacetic acid ethyl ester (4.00 mL) and lithium hydroxide monohydrate (932 mg) were added one by one, and the reaction solution was agitated overnight at room temperature. 2N sodium hydroxide solution (30 mL) and ethanol (5 mL) were added to the reaction solution after confirming disappearance of the starting materials, and the reaction solution was agitated at room temperature overnight. The reaction solution was cooled to 0 C., 2N hydrochloric acid (30 mL) was added to the reaction solution, and the precipitation consequently deposited was separated by filtering with Kiriyama funnel. The obtained precipitation was washed with water and ethyl acetate, and 4.61 g of the title compound was obtained. The physical properties of the compound are as follows. 1H-NMR (DMSO-d6) delta (ppm): 7.81 (s, 1H), 7.60 (d, J=16 Hz, 1H), 7.56 (s, 1H), 7.39 (d, J=8.0 Hz, 1H), 7.35 (d, J=8.0 Hz, 1H), 7.16 (s, 1H), 6.66 (d, J=16 Hz, 1H), 3.88 (s, 3H), 2.15 (s, 3H).

The synthetic route of 870837-18-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; US2006/4013; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, belongs to imidazoles-derivatives compound, 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 870837-18-6, name: 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Under ice-cooling, L-selectride (3.73 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (25 mL) solution containing (4R,6S)-6-(4-chlorophenyl)-1,1-dimethyltetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (850 mg). Stirring was continued for 1 hour at the same temperature. A 5 N sodium hydroxide solution (566 muL) was added to the reaction solution, and stirring was continued for 20 minutes at 0 C. Next, hydrogen peroxide solution (275 muL, 35% solution) was added, and stirring was continued for 20 minutes at 0 C. Sodium bisulfite (294 mg) was added, and after stirring for 20 minutes at room temperature, ethyl acetate and brine were added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. Acetonitrile (25 mL) and triphenyl phosphonium bromide (990 mg) was added to the residue, and the resultant was heated under reflux for 1 hour. The resultant was returned to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl) benzaldehyde (674 mg) and triethylamine (781 muL) were added, and stirring was continued for 10 hours at room temperature. Ethyl acetate and brine were added, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum, and ethyl acetate (1 mL) was added to the residue, and diethyl ether (15 mL) was added gradually, and the precipitated solid was collected by filtration, and the title compound (790 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 478 [M++H]. 1H-NMR (CDCl3) delta(ppm): 1.45 (s, 3H), 1.58 (s, 3H), 1.81-1.92 (m, 1H), 2.02-2.14 (m, 2H), 2.29 (s, 3H), 2.34-2.45 (m, 1H), 3.85 (s, 3H), 3.94 (dd, J=11.6, 5.2 Hz, 1H), 5.14 (d, J=9.2 Hz, 1H), 6.78 (s, 1H), 6.91 (s, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.24-7.32 (m, 5H), 0.53 (d, J=9.6 Hz, 1H), 7.69 (d, J=1.6 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; KIMURA, Teiji; Kawano, Koki; Doi, Eriko; Kitazawa, Noritaka; Takaishi, Mamoru; Ito, Koichi; Kaneko, Toshihiko; Sasaki, Takeo; Sato, Nobuaki; Miyagawa, Takehiko; Hagiwara, Hiroaki; US2008/207900; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, 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. HPLC of Formula: C12H12N2O2

Under ice-cooling, L-selectride (4.52 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (30 mL) solution containing (4R,6S)-6-(4-fluorophenyl)-1,1-dimethyltetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (1.03 g). Stirring was continued for 1 hour at the same temperature. A 5 N sodium hydroxide aqueous solution (686 muL) was added to the reaction solution, and stirring was continued for 20 minutes at 0 C., and next hydrogen peroxide solution (333 muL, 35% aqueous solution) was added, and stirring was continued for 20 minutes at 0 C. Sodium bisulfite (356 mg) was added, and after stirring for 20 minutes at room temperature, ethyl acetate and brine was added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. Acetonitrile (30 mL) and triphenyl phosphonium bromide (1.2 g) were added to the residue, and the resultant was heated under reflux for 1 hour. The resultant was cooled to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (817 mg) and triethylamine (951 muL) was added, and stirring was continued for 10 hours at room temperature. The solvent was removed under a vacuum, and ethyl acetate and brine were added, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under vacuum. Crude purification of the residue was conducted by silica gel column chromatography (carrier: Chromatrex NH, eluting solvent: hexane/ethyl acetate?ethyl acetate?ethyl acetate/methanol). The resulting solid was suspended in ethyl acetate, and diethyl ether was added, and the resultant was left overnight at 4 C. By filtering, the title compound (860 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 462 [M++H]. 1H-NMR (CDCl3) delta (ppm): 1.45 (s, 3H), 1.58 (s, 3H), 1.82-1.93 (m, 1H), 2.02-2.14 (m, 2H), 2.29 (s, 3H), 2.33-2.44 (m, 1H), 3.84 (s, 3H), 3*94 (dd, J=12.0, 5.2 Hz, 1H), 5.16 (d, J=9.6 Hz, 1H), 6.77 (s, 1H), 6.91 (dd, J=1.2, 1.2 Hz, 1H), 6.98-7.03 (m, 2H), 7.17 (d, J=8.4 Hz, 1H), 7.28-7.31 (m, 3H), 7.53 (d, J=2.0 Hz, 1H), 7.69 (d, J=1.2 Hz, 1H).

The synthetic route of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIMURA, Teiji; Kawano, Koki; Doi, Eriko; Kitazawa, Noritaka; Takaishi, Mamoru; Ito, Koichi; Kaneko, Toshihiko; Sasaki, Takeo; Sato, Nobuaki; Miyagawa, Takehiko; Hagiwara, Hiroaki; US2008/207900; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 870837-18-6, A common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, molecular formula is C12H12N2O2, 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 B7 Preparation of compound 11 A microwave vessel was charged with intermediate 15 (108 mg, 0.5 mmol), 1-phenyl- propane-l,2-dione (74 mg, 0.5 mmol), NH4(OAc) (385 mg, 5 mmol) and AcOH (4 ml). The r.m. was stirred and heated at 160 0C for 7 min. under microwave irradiation. The r.m. was cooled and poured into sat. aq. Na2COs. The mixture was extracted with EtOAc. The o.l. was washed with H2O, brine, and dried (MgSO4). Filtration and concentration gave the crude product which was purified by flash chromatography over silicagel (eluent, 100: 0 to 90:10 DCM/MeOH, gradient elution). The product fractions were collected and evaporated. Yield: 38 mg of compound 11 (22 %).

The synthetic route of 870837-18-6 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

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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 870837-18-6

The solution of 5g (130mg, 0.291 mmol) in THF (3ml) in ice- H2O bath was added IprMgCI UCI (1.3M in THF) solution (336mul, 0.437mmol), the mixture was kept stirring for 30 min at O0C before the addition of compound 1d (75mg, 0.350mmol), the resultant mixture was kept stirring at O0C for 2h. EtOAc (10ml) and NH4CI (6ml) were added, the aqueous was extracted once more with EtOAc (6ml). The combined organic was washed with brine (6ml), dried over anhydrous MgSO4, and concentrated. The residue was purified via ISCO (DCM/ MeOH (2N NH3) = 25:1) to 5h as a yellow solid (132mg). MH+ 584

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SCHERING CORPORATION; WO2009/73777; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 870837-18-6, 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. 870837-18-6 name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, This 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.

Aqueous hydrogen peroxide (30%, 18.9 mL) was added drop-wise over 20 minutes to a solution of 3-methoxy-4-(4-methyl-1/-/-imidazol-1-yl)benzaldehyde (5.0 g, 20.0 mmol) and potassium hydroxide (6.1 g, 92.5 mmol) in MeOH (38 mL) and water (6.6 mL) at 65 C. Following completion of the addition the reaction was stirred at room temperature for an additional 25 minutes. The reaction was then allowed to cool to room temperature and was acidified with cone. HCI. The resulting precipitate was filtered to provide the title compound as a white solid. Yield: 4.6 g, 17.1 mmol, 74%. MS (APCI) m/z 232.9 (M+1 ). 1H NMR (400 MHz, CD3OD) 2.45 (br s, 3H), 4.00 (s, 3H), 7.65 (br s, 1 H), 7.67 (d, J=8.4 Hz, 1 H), 7.82 (dd, J=8.3, 1.6 Hz, 1 H), 7.89 (d, J=1.6 Hz, 1 H), 9.24 (d, J=1.6 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, and friends who are interested can also refer to it.

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

Adding a certain compound to certain chemical reactions, such as: 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, belongs to imidazoles-derivatives compound, 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 870837-18-6, Safety of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

To a solution of the thus obtained 3-methoxy-4-(4-methylimidazol-1-yl)benzaldehyde (4.00 g) in tetrahydrofuran (40 mL), diethylphosphonoacetic acid ethyl ester (4.00 mL) and lithium hydroxide monohydrate (932 mg) were added sequentially, and the reaction mixture was stirred overnight. After confirming the disappearance of the starting materials, 2N aqueous sodium hydroxide (30 mL) and ethanol (5 mL) were added to the reaction mixture, which was then stirred overnight at room temperature. The reaction mixture was cooled to 0 C., followed by addition of 2N hydrochloric acid (30 mL). The resulting precipitates were collected using a Kiriyama funnel and washed with water and ethyl acetate to give (E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid (4.61 g). The physical property data of the resulting compound are as shown below. 1H-NMR (DMSO-d6) delta (ppm): 7.81 (s,1H), 7.60 (d,J=16 Hz,1H), 7.56 (s,1H), 7.39 (d,J=8.0 Hz,1H), 7.35 (d,J=8.0 Hz,1H), 7.16 (s,IH), 6.66 (d,J=16 Hz,1H), 3.88 (s,3H), 2.15 (s,3H).

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.

Reference:
Patent; Eisai Co., Ltd.; US2006/241038; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem