Category: 33016-47-6

Adding a certain compound to certain chemical reactions, such as: 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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 33016-47-6, Quality Control of 1-Trityl-1H-imidazole-4-carbaldehyde

Under argon atmosphere, 8.3 ML (4.43 mmol, 1.5 equivalent) of the solution of ethyl bromozincacetate in 2-methyltetrahydrofuran obtained in Example 67 was added dropwise to a solution of 1 g (2.96 mmol) of 1-trityl-1H-imidazol-4-carbaldehyde in 10 ML of THF at 5?8C. The mixture was stirred at 3?6C for 2 hours and 20 minutes.. The mixture was stirred at 20?25C for 1 hour and 15 minutes. 10 ML of 1N hydrochloric acid was added dropwise at 20C or lower, followed by dilution with 15 ML of ethyl acetate.. Then, the layers were separated.. The organic layer was washed successively with 5 ML (*2) of 1N hydrochloric acid, 5 ML of water, 5 ML (*2) of an aqueous saturated sodium bicarbonate solution, and 5 ML (*2) of an aqueous saturated sodium chloride solution.. After washing, the organic layer was dried with anhydrous magnesium sulfate.. After concentration under reduced pressure, recrystallization with 5 ML of IPE afforded 1.04 g of the desired product (yield 83%). 1H NMR was consistent with the compound obtained in Example 46.

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.

Electric Literature of 33016-47-6,Some common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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.

3-[2-(aminomethyl)-5-chlorophenyl]propanoic acid hydrochloride a125 (0.54 g, 2.16 mmol), EtbetaN (1.8 ml_, 13.0 mmol), and trimethylorthoformate (0.30 ml_, 2.16 mmol) are added under stirring and prevention from entrance of air moisture to a solution of 1-trityl-1 H- imidazole-4-carbaldehyde (0.73 g, 2.16 mmol) in absolute methanol (76 ml_), and the mixture is stirred at room temperature for 16 h. NaBH4 (0.13 g, 3.45 mmol) is added, and the mixture is stirred for 1 h and quenched by the addition of a saturated NaHCtheta3 solution to pH 5-6. The solvents are removed under reduced pressure, and the obtained mass is subjected to extraction with ethyl acetate. Water is added to the residue, and undissolved residue is separated by filtration and dried to give 3-[5-chloro-2-({[(1-trityl-1 H-imidazol-4- yl)methyl]amino}methyl)phenyl]propanoic acid a128 (0.71 g). The organic extract is dried over anhydrous Na2SO4 and evaporated to give additionally intermediate a128 (0.40 g).The total yield of intermediate a128 is 1.11 g. Yield: 96 %.1 H NMR deltaH (DMSO, ppm): 2.48 (m, 2 H), 2.81 (t, J = 7.6 Hz, 2 H), 3.86 (s, 2 H), 3.93 (s, 2H), 6.96 (s, 1 H), 7.10 (m, 6 H), 7.20-7.48 (m, 13 H).

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33016-47-6, These common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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 2Preparation of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione 1-Trityl-1 H-imidazole-4-carboxaldehyde (12Og, 0.319mol) and phthalide (42.8g, 0.319mol) were added to stirred ethyl acetate (100OmL) in a 4-neck round bottom flask fitted with a mechanical stirrer, a thermometer, a dropping funnel and a reflux condenser.Meanwhile sodium methoxide (51.7g, 0.957mol) was added to cooled methanol (50OmL) in a separate vessel. Thereafter the methanolic solution of sodium methoxide was added to the reaction mixture at 6O0C and was heated at this temperature for 3 hours and then cooled to 3O0C, at which point the solvent was removed by distillation at a reduced pressure.The distillation residue was poured into water and aqueous hydrochloric acid solution was added, until pH=4-5. The solid orange-brownish precipitates were filtered, the crude product of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione was washed on filter with water.After the recrystallization of crude 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione from ethanol the yield of the 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione intermediate product was 97.4g (67.2%), having a melting temperature of 213 to 215C

Statistics shows that 1-Trityl-1H-imidazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 33016-47-6.

Reference:
Patent; Grindeks, a joint stock company; WO2009/71584; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 33016-47-6, 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. 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 500 ml, three-necked flask fitted with a magnetic stirrer and a reflux condenser under inert atmosphere, ethyl 4-amino-3-phenylbutanoate hydrochloride x42 (synthesized as described in patent application EP1265862, 6.2 g, 38 mmol), 1-trityl-1 H- imidazole-4-carbaldehyde x43 (Dolensky B., Kirk K.L., Collect. Czech. Chem. Commun. (2002), 67, 1335-1344; 8.2 g, 36.1 mmol) and MeOH (150 ml) are stirred at room temperature. Triethylamine (3.9 ml, 41.85 mmol) and NaBH4 (1.06 g, 41.8 mmol) are added by portions. The mixture is stirred at 45 0C for 3 h, then at room temperature overnight. CH2CI2 (300 ml) and water (300 ml) are added, the aqueous phase is extracted with CH2CI2 (2 x 200 ml). The combined organic phases are washed with a saturated solution of NH4CI (2 x 150 ml), dried, filtered and concentrated in vacuo. The crude product is recrystallized from AcOEt to afford 4-phenyl-1 -[(1 -trityl-1 H-imidazol-4- yl)methyl]pyrrolidin-2-one x44.Yield: 36 %.LC-MS (MH+): 484.

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, 1-Trityl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB S.A.; WO2006/128692; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 33016-47-6, A common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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. 1-(1-Trityl-1H-imidazol-4-yl)ethanol (cas No.62256-50-2) To 1-trityl-4-carboxaldehyde-1H-imidazole (11.7 g, 34.6 mmol) in THF (250 ml) at 0 C. is added methylmagnesium bromide (12.6 mL, 38 mmol, 3.0 M in diethyl ether). The reaction mixture is stirred at 15 C. for 4 h before quenching with water (10 mL), followed by aqueous ammonium chloride. The reaction is extracted into ethyl acetate and washed with 30 mL of saturated aqueous sodium bicarbonate. The organic solvent is removed in vacuo. Chromatography (silica gel, ethyl acetate:hexanes, 1:1 to 1:0) yields the desired product. MS (ESI) m/z 355 (M+H). (prepared similarly in J. Med. Chem. 1977, 20(5), 721)

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ksander, Gary Michael; Meredith, Erik; Monovich, Lauren G.; Papillon, Julien; Firooznia, Fariborz; Hu, Qi-Ying; US2007/49616; (2007); 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. 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Trityl-1H-imidazole-4-carbaldehyde

Under argon atmosphere, 8.5 ML (4.43 mmol, 1.5 equivalents) of the solution of tert-butyl bromozincacetate in tetrahydrofuran obtained in Example 59 was added dropwise to a solution of 1 g (2.96 mmol) of 1-trityl-1H-imidazol-5-carbaldehyde in 10 ML of THF at 5?9C. The mixture was stirred at 2?5C for 3 hours and 30 minutes. 10 ML of 1N hydrochloric acid was added dropwise at 20C or lower, followed by dilution with 15 ML of ethyl acetate.. Then, the layers were separated.. The organic layer was washed successively with 5 ML of 1N hydrochloric acid, 5 ML of water, 5 ML (*2) of an aqueous saturated sodium bicarbonate solution, and 5 ML (*2) of an aqueous saturated sodium chloride solution.. After washing, the organic layer was dried with anhydrous magnesium sulfate.. Concentration under reduced pressure, the residue was loosened with 7 ML of IPE, filtered and washed with 7 ML of IPE. After washing, vacuum drying (40C) to a constant weight afforded 1.15 g of the desired product (yield 86%).1H NMR (CDCl3): delta 1. 4 2 (9H, s), 2.70-2.85 (2H, m), 3.52 (1H, d, J=4.8 Hz), 5.03-5.09 (1H, m), 6.79 (1H, s), 7.09-7.15 (6H, m), 7.30-7.38 (10H, m).

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 33016-47-6.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1471056; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33016-47-6,Some common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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 solution of methyltriphenylphosphonium bromide (557mg, 1.56mmol) in THF (8mL) was added 1.0 M NaHMDS solution in THF (1.56mL, 1.56mmol) under argon at O0C. The mixture was stirred at this temperature for 30mins followed by the addition of 1-trityl-1H-imidazole-4-carbaldehyde (440mg, 1.3mmol). The reaction was stirred at O0C to room temperature for 3 hours, quenched with saturated aqueous NH4CI solution, extracted with ethyl acetate (3 x 3OmL). The combined organic layers were washed with water, brine, dried over magnesium sulfate, filtered, and concentrated under vacuum. The residue was purified by flash chromatography to give 1-trityl-4-vinyl-1H-imidazole (374 mg) with a yield of 86%.

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; S BIO PTE LTD; WO2009/93981; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 33016-47-6, 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. 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 34: Preparation of intermediate 8: 1-(1 -trityl-1 W-imidazol-4-yl)ethanolTo a solution of 1 -trityl-1 H-imidazole-4-carbaldehyde (10.0 g, 0.03 mol) in anhydrous THF (100 mL) was added dropwise methyl magnesium bromide (1.4 M in hexane, 52.8 mL, 0.075 mol) at O0C. After the addition, the mixture was stirred at RT overnight. The reaction was quenched with sat. aq. NH4CI (50 mL) and the mixture extracted with CH2CI2 (3*50 mL). The organic layers were combined, washed with 1 N aq. NaOH (3chi20 mL), water (3chi20 mL) and brine (100 mL), dried over MgSO4 and evaporated. The residue was purified via column chromatography {silica gel, EtOAc/Petroleum ether 1 :5) to yield the title compound (8.0 g, 75.0%) as a white solid.

The synthetic route of 1-Trityl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4096; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33016-47-6, These common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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 solution of (4a/1?, 10bS)-1 ,2,3,4,4a,5,6,10b-octahydro-1 ,10-phenanthroline (0.25 g, 1.3 mmol), 1-(triphenylmethyl)-1 /-/-imidazole-4-carbaldehyde (similar methods as described in J. Org. Chem. 2002, 67, 620-624; 0.89 g, 2.6 mmol) , and acetic acid (0.078 g, 1.3 mmol) in 5 ml_ of 1 ,2-dichloroethane was added sodium triacetoxyborohydride (0.82 g, 3.9 mmol). The mixture was stirred at room temperature for 16 hours. The mixture was diluted with water and extracted 3 times with 10 mL of dichloromethane. The organic phase was concentrated and the residue purified by silica chromatography eluting with a 0% to 5% gradient of 2 M ammonia in methanol with dichlromethane as co-eluent to yield 0.27 g (41%) of (4afl,1 ObS)-I -{[1-(triphenylmethyl)-1 H-imidazol-4-yl]methyl}-1 ,2,3,4,4a,5,6,1 Ob- octahydro-1 ,10-phenanthroline. 1 H NMR (400 MHz, METHANOL-D4) delta ppm 1.6 (m, 5 H), 2.0 (m, 1 H), 2.3 (m, 2 H), 2.7 (m, 1 H), 2.9 (m, 1 H), 3.0 (m, 1 H), 3.4 (m, 2 H), 3.8 (m, 1 H), 6.8 (s, 1 H), 7.1 (m, 6 H), 7.2 (dd, J=U, 4.6 Hz, 1 H), 7.3 (s, 1 H), 7.3 (m, 9 H), 7.5 (d, J=8.1 Hz, 1 H), 8.2 (d, J=4.4 Hz, 1 H); MS m/z 511 (M+1).

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/96444; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

33016-47-6,Some common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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 2Preparation of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione 1-Trityl-1 H-imidazole-4-carboxaldehyde (12Og, 0.319mol) and phthalide (42.8g, 0.319mol) were added to stirred ethyl acetate (100OmL) in a 4-neck round bottom flask fitted with a mechanical stirrer, a thermometer, a dropping funnel and a reflux condenser.Meanwhile sodium methoxide (51.7g, 0.957mol) was added to cooled methanol (50OmL) in a separate vessel. Thereafter the methanolic solution of sodium methoxide was added to the reaction mixture at 6O0C and was heated at this temperature for 3 hours and then cooled to 3O0C, at which point the solvent was removed by distillation at a reduced pressure.The distillation residue was poured into water and aqueous hydrochloric acid solution was added, until pH=4-5. The solid orange-brownish precipitates were filtered, the crude product of 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione was washed on filter with water.After the recrystallization of crude 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione from ethanol the yield of the 2-(1-trityl-1 H-imidazole-4-yl)indan-1 ,3-dione intermediate product was 97.4g (67.2%), having a melting temperature of 213 to 215C

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Trityl-1H-imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Grindeks, a joint stock company; WO2009/71584; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem