Category: 103057-10-9

103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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. Application In Synthesis of 4-(Chloromethyl)-1-trityl-1H-imidazole

Step H 4-Diethylphosphonomethyl-1-triphenylmethylimidazole The product from Step G is dissolved in acetonitrile and cooled to 0 C. Triethyl phosphite (1 equivalent) and sodium iodide (1 equivalent) were added, and the reaction stirred at room temperature overnight. The reaction is quenched with ammonium chloride, and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and concentrated to provide the title compound.

The synthetic route of 103057-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5965578; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, 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. 103057-10-9 name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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.

REFERENCE EXAMPLE 34 Ethyl 5,6-Dimethoxy-1-(1-trityl-4-imidazolyl)methyl-1H-indazole-3-carboxylate In 5000 ml of dimethyl sulfoxide was suspended 250.2 g of ethyl 5,6-dimethoxyindazole-3-carboxylate, and 40.2 g of lithium methoxide was added to the suspension, followed by stirring at room temperature for 1 hour. A solution of 447.8 g of 4-chloromethyl-1-tritylimidazole in 2000 ml of dimethyl sulfoxide was added dropwise thereto at room temperature over 10 minutes. After stirring at room temperature for 2 hours, 4.2 g of lithium methoxide and 44.8 g of 4-chloromethyl-1-tritylimidazole were further added thereto, followed by stirring at room temperature for 1 hour. The reaction mixture was poured into 30000 ml of ice-water while stirring. A precipitated crystal was collected, washed with three 2000 ml portions of water, and dried. The solid was dissolved in 10000 ml of chloroform, and the solution was dried over sodium sulfate, filtered, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:ethanol=50:1) and recrystallized from chloroform/isopropyl alcohol to yield 222.0 g of the title compound as a colorless prism crystal.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Chloromethyl)-1-trityl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP624584; (1994); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, A common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, molecular formula is C23H19ClN2, 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 45 Methyl Z-4-[[2-butyl-5-[[1-butyl-3-(1H-imidazol-5-ylmethyl)-2,5-dioxo-4-imidazolidinylidene]methyl]-1H-imidazol-1-yl]methyl]benzoate monohydrochloride To a solution of methyl Z-4-[[2-butyl-5-[(1-butyl-2,5-dioxo-4-imidazolidinylidene) methyl]-1H-imidazol-1-yl]methyl]benzoate hydrochloride (0.237 g, 0.50 mmol) in DMF (3 mL) is added K2 CO3 (0.350 g, 2.54 mmol). After stirring for 5 minutes 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole (0.250 g, 0.70 mmol) is added. The mixture is stirred for 16 hours, diluted with ethyl acetate, washed with water and brine and then dried over MgSO4. A viscous oil is obtained upon chromatography on silica gel (eluant 0.5% methanol in chloroform) and evaporation of the solvents in vacuo. This oil is dissolved in methanol (80 mL) and treated with acetic acid (30 mL). After heating at 90 C. (oil bath temp.) for 4 hours the solution is cooled and treated with water (10 mL) and hexanes (100 mL). The aqueous organic layer is separated and evaporated. This solid is redissolved in ethyl acetate/methylene chloride and washed with pH 7 buffer, dried over MgSO44 and evaporated in vacuo. The hydrochloride salt is then prepared by dissolving this solid in methanol and treating with ethereal HCl. Evaporation in vacuo of this solution and crystallization (2-propanol/ether) affords the required compound. Anal. Calcd. for C28 H34 N6 O4. 2HCl. H2 O: C, 55.17; H, 6.28; N, 13.79. Found: C, 54.88; H, 6.13; N, 13.24. mp 202-205 C.; MS (EI) 518.

The synthetic route of 103057-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US5308853; (1994); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, 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 103057-10-9 as follows.

EXAMPLE 1 STR49 To a solution of diisopropylamine (1.078 mL) in anhydrous THF (7 mL) was added n-butyllithium (3.08 mL; 2.5M) dropwise at 0 C. The resulting solution was stirred at 0 C. for 40 minutes and then was cooled to -23 C. To this mixture was added N-methyl-2-piperidinone (0.80 mL) (1), the mixture was stirred at -23 C. for 0.5 hour, and then at -78 C. for 1 hour. To the above mixture was added dropwise a solution of 4-chloromethyl-N-trityl-imidazole (2.70 g) STR50 in anhydrous THF (14 mL). The mixture was stirred at -78 C. for 4 hours and then was allowed to warm up to room temperature slowly overnight (16 hours). Water and ethyl acetate were added to the mixture, the resulting mixture was shaken vigorously, the layers separated, and the aqueous layer was extracted with ethyl acetate several times. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to give the crude product, which was purified by flash chromatography (1% to 2% of ammonia saturated methanol in CH2 Cl2) to give 2 (1.58 g; 52% yield).

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Corporation; US5932596; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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. Formula: C23H19ClN2

A.1.1.1. triphenyl[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]phosphonium chloride 77.7 g (296 mmol) of triphenylphosphine are added to 670 ml of a solution of 105.5 g (294 mmol) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in dimethylformamide. The mixture is heated at 80 C. for 3 hours. The solvent is evaporated and the crude product is taken up in ether and triturated. The precipitate is filtered and dried under vacuum over phosphorus pentoxide. 162 g of product are obtained in the form of yellowish crystals. Melting point=210 C. Yield=89%

The synthetic route of 4-(Chloromethyl)-1-trityl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5552410; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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.

Step D 4-Diethylphosphonomethyl-1-triphenylmethylimidazole The product from Step C is dissolved in acetonitrile and cooled to 0 C. Triethyl phosphite (1 equivalent) and sodium iodide (1 equivalent) are added, and the reaction stirred at room temperature overnight. The reaction is quenched with ammonium chloride, and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and concentrated to provide the title compound.

The synthetic route of 103057-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5891889; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 103057-10-9, 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. 103057-10-9 name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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.

REFERENCE EXAMPLE 34 Ethyl 5,6-Dimethoxy-1-(1-trityl-4-imidazolyl)methyl-1H-indazole-3-carboxylate In 5000 ml of dimethyl sulfoxide was suspended 250.2 g of ethyl 5,6-dimethoxyindazole-3-carboxylate, and 40.2 g of lithium methoxide was added to the suspension, followed by stirring at room temperature for 1 hour. A solution of 447.8 g of 4-chloromethyl-1-tritylimidazole in 2000 ml of dimethyl sulfoxide was added dropwise thereto at room temperature over 10 minutes. After stirring at room temperature for 2 hours, 4.2 g of lithium methoxide and 44.8 g of 4-chloromethyl-1-tritylimidazole were further added thereto, followed by stirring at room temperature for 1 hour. The reaction mixture was poured into 30000 ml of ice-water while stirring. A precipitated crystal was collected, washed with three 2000 ml portions of water, and dried. The solid was dissolved in 10000 ml of chloroform, and the solution was dried over sodium sulfate, filtered, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:ethanol=50:1) and recrystallized from chloroform/isopropyl alcohol to yield 222.0 g of the title compound as a colorless prism crystal. Melting point: 184-186 C.; IR (KBr) cm-1: 1704, 1496, 1268, 1146, 1132, 1092, 748, 700; 1 H-NMR (CDCl3) delta ppm: 1.21 (6H, d, J=5.9 Hz, Me of iso-PrOH), 1.46 (3H, t, J=7.3 Hz), 3.93 (3H, s), 3.97 (3H, s), 4.01 (1H, m, CH of iso-PrOH), 4.49 (2H, q, J=7.3 Hz), 5.61 (2H, s), 6.79 (1H, s), 7.03 (5H, m), 7.13 (1H, s), 7.28 (10H, m), 7.47 (1H, s), 7.51 (1H, s); Elementary analysis for C35 H32 N4 O4.C3 H8 O: Calcd. (%): C 72.13; H 6.37; N 8.85; Found (%): C 71.53; H 6.37; N 8.70.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Chloromethyl)-1-trityl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Daiichi Pharmaceutical Co., Ltd.; US5681954; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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. Computed Properties of C23H19ClN2

Step H 4-Diethylphosphonomethyl-1-triphenylmethylimidazole The product from Step G is dissolved in acetonitrile and cooled to 0 C. Triethyl phosphite (1 equivalent) and sodium iodide (1 equivalent) were added, and the reaction stirred at room temperature overnight. The reaction is quenched with ammonium chloride, and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and concentrated to provide the title compound.

The synthetic route of 103057-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5965578; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 103057-10-9, 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 103057-10-9 as follows.

1.1 triphenyl[[(1-triphenylmethyl)-1H-imidazol-4-yl]methyl]phosphonium chloride 77.7 g (296 mmoles) of triphenylphosphine was added to a solution of 105.5 g (294 mmoles) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in 670 ml of dimethylformamide. The resulting mixture was heated at 80 C. for three hours before being allowed to cool to room temperature. The solvent then was evaporated and the crude residue taken up in ether and triturated. The precipitate was filtered and dried under vacuum over phosphorus pentoxide to provide 162 g of the title compound in the form of yellowish crystals. Melting point=210 C. Yield=89%

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, 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. Computed Properties of C23H19ClN2

EXAMPLE 2 2-amino-3-[[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]thio]propanoic acid To a stirred solution of 2.66 g (22 mmoles) of L-cysteine in 40 ml of 1N aqueous solution of sodium hydroxide (40 mmoles) at 0 C. was added a solution of 7.2 g (20 mmoles) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in 50 ml of ethanol and 20 ml of tetrahydrofuran. The temperature was allowed to rise to room temperature and the mixture was stirred for 1 hour. The solvents were evaporated under reduced pressure and the residue was taken up in 100 ml of water and 20 ml of 1N hydrochloric acid to provide a precipitate that was filtered, washed with water, filtered and dried under vacuum to provide 8 g of title compound. Melting point=162-164 C. (decomposition) Yield=90%

The synthetic route of 4-(Chloromethyl)-1-trityl-1H-imidazole has been constantly updated, and we look forward to future research findings.