Category: 870837-18-6

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 870837-18-6 as follows. name: 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Compound B2 (R2 = H, 1.5 g, 5.6 mmol, synthesized as in Tett. 1987, 43, 5125) in 40 ml of anhydrous THF at 0 0C was treated with NaH (0.25 g, 5.9 mmol, 60% in mineral oil). After 20 min, B1 (R8 = H, R10 = 3-MeO-Phenyl, R9 = 4-(4- Methylimidazol-1-yl), 1.Og, 4.62 mmol) was added and the reaction warmed to ambient temperature. After 18 h, the reaction mixture was quenched with saturated aqueous NH4CI and extracted with EtOAc (2x). The combined organic layers washed with saturated aqueous NaHCO3, brine, dried over MgSO4 and concentrated in vacuo. Flash chromatography (gradient 1? 10 % MeOH/CH2CI2) provided 1.2 g (81 %) of B3 (R8 = H, R2 = H, R10 = 3-MeO-Phenyl, R9 = 4-(4-Methyl-imidazol-1-yl)).

According to the analysis of related databases, 870837-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; WO2009/20579; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

General Procedure 2 (PG 2):3-Methoxy-4-(4-methyl-imidazol-l-yl)-benzaldehyde, phosphonium salt, and lithium hydroxide hydrate were placed in a flask under nitrogen. Solvents were added and the reaction mixture stirred for 16h at room temperature. The reaction mixture was diluted with saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The combined organic layers were washed with brine and dried over magnesium sulfate. After solvent evaporation the crude material was purified by chromatography on silica gel.; Example 4 2-{(E)-2-[3-Methoxy-4-(4-methyl-imidazol-l-yl)-phenyl]-vinyl}-lH-benzimidazole Aldehyde (150 mg, 0.69 mmol), phosphonium salt (357 mg, 0.83 mmol), LiOH H2O (87 mg, 2.08 mmol), THF (4.5 mL), and ethanol (1.5 mL) according the GP 2 gave the title compound (178 mg) as a colorless solid after recrystallization from ethyl acetate.1H (600 MHz, dmso-d6): 2.14 (s, 3H), 3.90 (s, 3H), 7.15T7.17 (m, 3H), 7.29-7.34 (m, 3H), 7.39-7.41 (m, 3H), 7.66 (d, J= 16.4 Hz, IH), 7.80 (s, IH).LCMS (ESI): calcd for C20H19N4O [M+H]+ 331.1, found 331.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 870837-18-6, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2008/97538; (2008); 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., Safety of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

To a solution of lactam 133b (110 mg, 0.497 mmol) in THF (2ml) at – 78 0C was added LDA (2M in THF/Heptane, 0.62 ml, 1.244 mmol). The reaction was stirred for 30 min. at – 780C, another 30 min. at -200C. Re-cooled to -780C. 3-methoxy-4- (4-methy.-1H-imidazol-1-yl)benzaldehyde was added as solid. The reaction mixture was stirred for 30 min. The reaction was quenched with sat. NaHCO3, extracted with EtOAc (2X), washed with brine (2X). Dried (MgSO4) and concentrated. The crude product was purified by flash chromatograph (7% MeOH/DCM) to afford compound 15d (110 mg, 50.6%).

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

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. Recommanded Product: 870837-18-6

Synthesis of (Z)-(S)-4-[(1R,2R)-2-hydroxy-1-(3,4,5-trifluorophenyl)propyl]-2-[1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]-6-methylmorpholin-3-one A solution of (S)-4-[(1R,2R)-2-tert-butyldiphenylsilanyloxy-1-(3,4,5-trifluorophenyl)propyl]-2-hydroxy-6-methylmorpholin-3-one (92 mg) and triphenylphosphine hydrobromide (68 mg) in acetonitrile (4 ml) was heated under reflux in a nitrogen atmosphere for one hour. The solvent was evaporated under reduced pressure, and the resulting residue was dissolved in ethanol (4 ml). To this reaction solution, 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde obtained in Example 1 (40 mg) and TEA (0.12 ml) were added, and the reaction solution was stirred in a nitrogen atmosphere at room temperature overnight. The solvent was evaporated under reduced pressure. The resulting residue was dissolved in trifluoroacetic acid (1 ml), and the reaction solution was stirred at room temperature for two hours. The reaction solution is poured into a saturated sodium bicarbonate solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated sodium bicarbonate solution and brine, and then the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography using NH silica gel (heptane:ethyl acetate=1:1 to 0:1) to obtain 61.9 mg of the title compound. 1H-NMR(CDCl3) delta (ppm): 1.33(d,J=6.0 Hz,3H), 1.42(d,J=6.0 Hz,3H), 2.34(s,3H), 3.20(dd,J=9.6,12.8 Hz,1H), 3.61(dd,J=2.4,12.8 Hz,1H), 3.85(s,3H), 4.42-4.52(m,2H), 5.35(d,J=6.8 Hz,1H), 6.85(s,1H), 6.95(s,1H), 7.06-7.15(m,2H), 7.22(d,J=8.0 Hz, 1H), 7.33(dd,J=1.6,8.0 Hz,1H), 7.53(d,J=1.6 Hz,1H), 7.86(s,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.

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., Quality Control of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Ethyl diethylphosphonoacetate (5.70 g) and lithium hydroxide monohydrate (1.30 g) were sequentially added to a mixed solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (5.00 g) in THF (20 mL) and ethanol (5.0 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 0C, and 2 N hydrochloric acid (20 mL) was added to the reaction solution. The resulting precipitate was collected by filtration. The resulting precipitate was washed with water and ethyl acetate to obtain 5.10 g of the title compound. The property values 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 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; Eisai R&D Management Co., Ltd.; EP2019093; (2009); 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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Compound E4 will be dissolved in anhydrous THF at -78 0C and 1 eq of LDA will be added. After 30 min, compound E5 (R8 = H; R10 = 3-MeO-phenyl; R9 = (4-(4- Methylimidazol-1-yl)) will be added. The reaction will be allowed to warm up to r.t. and treated with triflic anhydride (1.1 eq) and triethyl amine before the volatiles will be removed. The residue will be purified to give compound E6 (R8 = H; R10 = 3- MeO-phenyl; R9 = 4-(4-Methylimidazol-1-yl)).

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 870837-18-6.

Reference:
Patent; SCHERING CORPORATION; WO2009/5729; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature 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 B8 a) A microwave vessel was charged with intermediate 15 (1 g, 4.63 mmol), l-[3- (trifluoromethyl)phenyl] -propane- 1,2-dione (1 g, 4.63 mmol), NH4(OAc) (3.57 g, 46.3 mmol) and AcOH (10 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 a sat. aq. Na2Ctheta3 sol. The mixture was extracted with DCM. The o.l. was washed with H2O and dried (MgStheta4). Filtration and concentration under reduced pressure 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. The residue was purified further by preparative SFC (Chiralpak Diacel AD 20 mm, mobile phase:isocratic 80 % CO2, 20 % MeOH with 0.2 % isopropylamine). The product fractions were collected and worked up to yield 463 mg of compound 12 after trituration with DIPE (24 %).

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

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.

t-BuLi (0.188 ml_, 0.32 mmol, 1.7 M) was added dropwise to a solution of compound D6 ((S), R6 = H, R7 = Ph; 46 mg, 0.21 mmol) in THF (1.5 ml_) at -78 0C. The mixture was stirred for 45 minutes before compound D7 (R10 = 3-MeO- Phenyl, R9 = 4-(4-methylimidazol-1-yl)) was added in THF (1.0 ml_) in fast drops. The resulting mixture was stirred for 2 hours before it was diluted with EtOAc (50 ml_) and NH4CI solution (10 mL). The organic layer was washed with brine, dried over MgSO4, and concentrated to give the crude product which was purified by column chromatography eluting with EtOAc/hexanes to yield compound D8 ((S), R6 = H, R7 = Ph; R10 = 3-MeO-Phenyl, R9 = 4-(4-methylimidazol-1 -yl)).

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; SCHERING CORPORATION; WO2008/153793; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products 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.

Under ice-cooling, L-selectride (1.3 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (13 mL) solution containing (6S,8aR)-1,1-cyclopropyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (377 mg). Stirring was continued for 40 minutes at the same temperature. A 5 N sodium hydroxide solution (251 muL) was added to the reaction solution, and stirring was continued for 10 minutes at 0 C., and next hydrogen peroxide solution (245 muL, 35% solution) was added, and stirring was continued for 10 minutes at 0 C. Sodium bisulfite (260 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 (13 mL) and triphenyl phosphonium bromide (439 mg) were 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 (299 mg) and triethylamine (348 {L) were added, and stirring was continued for 12 hours at room temperature. Ethyl acetate and brine were added to the reaction solution, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. The residue was crudely purified by silica gel column chromatography (carrier: Chromatrex NH, eluting solvent: hexane/ethyl acetate?ethyl acetate). A crude material (100 mg) containing the title compound was obtained. The resulting crude material (20 mg) was purified by Daicel CHIRALPAK IA (2cm¡Á25 cm: transition phase; hexane/ethanol 1/1), and the title compound (3.8 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 496 [M++H]. 1H-NMR (CDCl3) delta (ppm): 0.91-0.96 (m, 1H), 1.01-1.13 (m, 2H), 1.32-1.41 (m, 2H), 1.82-1.94 (m, 2H), 2.29 (s, 3H) 2.37-2.46 (m, 1H), 3.83 (s, 3H), 4.61 (dd, J=11.6, 4.8 Hz, 1H), 5.18 (d, J=8.8 Hz, 1H), 6.80 (s, 1H), 6.86 (dd, J=8.0, 6.0 Hz, 2H), 6.91 (dd, J=1.2, 1.2 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.26 (dd, J=8.4, 1.6 Hz, 1H), 7.36 (d, J=1.2 Hz, 1H), 7.70 (d, J=1.6 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, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

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

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 (1.3 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (10 mi) solution containing (R)-6-[(S)-3,4-difluorophenyl]-l-metyltetrahydropyrrolo[2,1-c][1,4]oxazin-3,4-dione (297 mg). Stirring was continued for 1.5 hours at the same temperature. A 5 N sodium hydroxide solution (197 muL) was added to the reaction solution, and stirring was continued for 10 minutes at 0 C., and next hydrogen peroxide solution (96 muL, 35% solution) was added, and stirring was continued for 10 minutes at 0 C. Sodium bisulfite (103 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 (10 mL) and triphenyl phosphonium bromide (345 mg) were added to the residue, and the resultant was heated under reflux for 2 hours. The resultant was returned to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl) benzaldehyde (235 mg) and triethylamine (274 muL) were added, and the resultant was stirred at room temperature for 20 hours. The solvent was removed under a vacuum, and 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, and the residue was purified by silica gel column chromatography (carrier: Chromatrex NH and Chromatrex, eluting solvent: hexane/ethyl acetate?ethyl acetate?ethyl acetate/methanol), and the title compound (260 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 466 [M++H]. 1H-NMR (CDCl3) delta (ppm): 1.47 (d, J=6.8 Hz, 3H), 1.80-1.91 (m, 1H), 2.02-2.07 (m, 1H), 2.10-2.17 (m, 1H), 2.29 (s, 3H), 2.35-2.46 (m, 1H), 3.84 (s, 3H), 4.23-4.28 (m, 1H), 4.78-4.84 (m, 1H), 5.11 (d, J=9.6 Hz, 1H), 6.81 (s, 1H), 6.91 (dd, J=1.2, 1.2 Hz, 1H), 7.04-7.15 (m, 3H), 7.19 (d, J=8.0 Hz, 1H), 7.38-7.40 (m, 1H), 7.38 (s, 1H), 7.69 (d, J=1.2 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