Category: 15469-97-3

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. 15469-97-3, name is 1-Trityl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 1-Trityl-1H-imidazole

A cooled (-78°C) yellow solution of 1-(triphenylmethyl)imidazole (25.000 g; 80.542 mmol) in anhydrous THF (750 ml) was treated dropwise (in 55 min.) with a 1.6M solution of butyllithium in hexanes (55.35 ml; 88.560 mmol). After addition, the resulting pink homogeneous solution was further stirred at -78°C, under nitrogen, for 30 min. before a solution of anhydrous DMF (6.8 ml; 88.186 mmol) in anhydrous THF (40 ml) was added dropwise (in 40 min.). The resulting mixture was additionally stirred at -78°C, under nitrogen, for 1 h before aq. sat. NH4CI (50 ml) was added dropwise. Ether (300 ml) and water (400 ml) were successively added, and this mixture was allowed to warm-up to rt. The yellow organic layer was additionally washed with water (300 ml), dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. The crude was purified by FC (DCM / MeOH = 30 / 1 ) to give the pure product 1 -trityl-1 H-imidazole-2- carbaldehyde as a pale yellow solid which was further dried under HV (20.660 g; 76percent). LC-MS: tR = 1.03 min.; [M+H]+: no ionisation.

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; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15469-97-3, 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. 15469-97-3 name is 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.

EXAMPLE 55 STR85 Preparation of (+-)trans-4-(2-(4-cyclohexylbut-1-ynyl)cyclopropyl)imidazole (55). (+-)trans-4-(2-(4-Cyclohexylbut-1-ynyl)cyclopropyl)imidazole was prepared as described for the Example 38 except recemic mixture of 4-(2-ethylnylcyclopropyl)-1-(triphenylmethyl)imidazole and 2-cyclopentyl iodoethane were used. (+-)trans-4-(2-(4-cyclohexylbut-1-ynyl)cyclopropyl)imidazole (55). 1 H-NMR (300 MHz, CD3 OD): delta 7.51 (s, 1H), 6.81 (s, 1H), 2.14 (m, 2H), 2.04 (m, 1H), 1.72 (m, 5H), 1.42 (m, 1H), 1.35 (m, 3H), 1.29-1.02 (m, 5H), 0.9 (m, 2H); MS (Cl) m/e 243(M+1).

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

Reference:
Patent; Gliatech, Inc.; US6008240; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

15469-97-3, name is 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. Recommanded Product: 15469-97-3

n-butyllithium (1.6M hexane solution, 6.9ml) was added dropwise to a solution of 1-tritylimidazole (3.10g) in THF (80mL) under ice-cooling in the argon atmosphere. After stirred at the same temperature for 30 minutes, (R)-2-[(benzyloxy)methyl]oxirane (1.52mL) was added. After stirred for 1.5 hours under ice-cooling and at room temperature for 1 hour, water was added to the reaction solution, followed by ethyl acetate. The extract was washed with water and a brine, dried with magnesium sulfate, and concentrated under reduced pressure. The residue was purified by subjecting to the silica column gel chromatography (eluent; ethyl acetate_hexane= 1:1) to obtain the title compound (1.402g) as a pale yellow oil. 1H-NMR (CDCl3) delta: 2.06 (2H, dd, J = 2.8Hz, 18.0Hz), 3.08 (1H, dd, J = 5.4Hz, 9.8Hz), 3.21 (1H, dd, J = 5.4Hz, 9.8Hz), 3.55-3.7 (1H, m), 4.36 (2H, s), 6.73 (1H, d, J = 1.4Hz), 6.93 (1H, d, J = 1.4Hz), 7.0-7.4 (20H, m).

The synthetic route of 15469-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1350792; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15469-97-3, 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. 15469-97-3, name is 1-Trityl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A. 2-Hydroxyethyl-N-triphenylmethylimidazole To a solution of N-triphenylmethylimidazole (15.5 g, 50 mmol) at 0°C in THF was added normal butyl lithium (nBuLi) (34.4 mL, 55 mmol) dropwise over 30 minutes. The mixture was stirred for 1 hour followed by gentle warming to 30°C over 30 minutes. The solution was cooled to 0°C, and ethylene oxide (24.4 mL, 50 mmol) was added to the mixture via a cannula. The mixture was stirred at 0°C for 2 hours and gradually warmed to ambient temperature over 16 hours. The solution was concentrated and the residue was chromatographed (flash silica, 19:1; chloroform:methanol) to yield 14.5g (82percent) of compound A as a white solid. MS (M+Na)+ 377+.

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, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP675112; (1995); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 15469-97-3, 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. 15469-97-3, name is 1-Trityl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A. 2-Hydroxyethyl-N-triphenylmethylimidazole To a solution of N-triphenylmethylimidazole (15.5 g, 50 mmol) at 0°C in THF was added normal butyl lithium (nBuLi) (34.4 mL, 55 mmol) dropwise over 30 minutes. The mixture was stirred for 1 hour followed by gentle warming to 30°C over 30 minutes. The solution was cooled to 0°C, and ethylene oxide (24.4 mL, 50 mmol) was added to the mixture via a cannula. The mixture was stirred at 0°C for 2 hours and gradually warmed to ambient temperature over 16 hours. The solution was concentrated and the residue was chromatographed (flash silica, 19:1; chloroform:methanol) to yield 14.5g (82percent) of compound A as a white solid. MS (M+Na)+ 377+.

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, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP675112; (1995); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 15469-97-3, name is 1-Trityl-1H-imidazole, 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 15469-97-3, Application In Synthesis of 1-Trityl-1H-imidazole

Take the imidazole salt (395 mg, 0.5 mmol), 1-trityl imidazole (550 mg, 1.8 mmol), anhydrous potassium carbonate (61 mg, 4.4 mmol), palladium dichloride (78.5 mg, 44 mmol) After vacuuming with nitrogen, anhydrous THF (6 mL) was added and the mixture was refluxed for 20 h. After the reaction solution was cooled to room temperature, it was diluted with dichloromethane, and the crude product was purified by column chromatography.The pale yellow product was obtained 278 mg, yield 53percent.

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

Reference:
Patent; Tianjin Normal University; Liu Guiyan; Han Fangwai; Liu Chengxin; Xu Ying; (9 pag.)CN108690086; (2018); A;,
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. 15469-97-3, name is 1-Trityl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 15469-97-3

A cooled (-78°C) yellow solution of 1-(triphenylmethyl)imidazole (25.000 g; 80.542 mmol) in anhydrous THF (750 ml) was treated dropwise (in 55 min.) with a 1.6M solution of butyllithium in hexanes (55.35 ml; 88.560 mmol). After addition, the resulting pink homogeneous solution was further stirred at -78°C, under nitrogen, for 30 min. before a solution of anhydrous DMF (6.8 ml; 88.186 mmol) in anhydrous THF (40 ml) was added dropwise (in 40 min.). The resulting mixture was additionally stirred at -78°C, under nitrogen, for 1 h before aq. sat. NH4CI (50 ml) was added dropwise. Ether (300 ml) and water (400 ml) were successively added, and this mixture was allowed to warm-up to rt. The yellow organic layer was additionally washed with water (300 ml), dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. The crude was purified by FC (DCM / MeOH = 30 / 1 ) to give the pure product 1 -trityl-1 H-imidazole-2- carbaldehyde as a pale yellow solid which was further dried under HV (20.660 g; 76percent). LC-MS: tR = 1.03 min.; [M+H]+: no ionisation.

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; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); 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 15469-97-3 as follows. HPLC of Formula: C22H18N2

Compounds 6 and 7: To a solution of tritylimidazole (2.67 g, 8.6 mmol) in THF (85 ml) cooled to -20 C a stock 1.6 M solution n-butyl lithium in hexanes (5.13 ml, 8.2 mmol) was added dropwise. The resulting wine red coloured solution was allowed to warm up to RT and stirred for 30 min. The solution was then cooled to -78 C and a solution of aldehyde (4.17 g, 7.8 mmol) in THF (15ml) was added dropwise. The resulting solution was stirred for 30 min and then allowed to warm to RT in 30 min. The reaction was quenched by addition of ammonium chloride solution and extracted with ethyl acetate. The aqueous layer was extracted with ethyl acetate once more. The combined organic layer was dried and evaporated. The residue was purified by flash column chromatography in PE-EA gradient 10-20-30percent to give 1.18 g (1.4 mmol, 18percent) of 6 (Rf = 0.55 PE- EA 20percent) and 3.48 g (4.13 mmol, 53percent) of 7 (Rf = 0.4 PE-EA 20percent) .6: [?]D = -10.5 c 1.24 CHCl3HRMS: Positive mode, m/z = 845.4344; expected for C54H6IN2O5Si [M+H]+ = 845.4350.?H (500 MHz) : 0.0 and 0.02 (6H, 2*s, -Si (CH3) C (CH3) 3) , 0.89 (9H, s, -Si(CH3)C(CH3)S) , 2.94 (IH, dd, J4, 5 = 6.5 Hz, J4/3 = 4.1 Hz, H-4) , 3.1 (IH, bs, 2-OH) , 3.14 (IH, dd, J6a,5 = 5.4, Jea,6b = 10.2 Hz, H-6a) , 3.37 (IH, dd, J6b,5 = 3 Hz, H- 6b) , 3.8 (IH, dd, J3, 2 = 3.2 Hz, H-3) , 3.93 (IH, ddd, H-5) , 3.97 and 4.41 (2H, AB spectrum, Jgem = 11.5 Hz, PhCH2O-) , 4.3 (IH, bs, H-2) , 4.33 (2H, s, PhCH2O-) , 4.71 and 4.93 (2H, AB spectrum, Jgem = 11.2 Hz, PhCH2O-) , 6.78 (IH, m) , 7.02 (2H, m) , 7.13-7.4 (28H, m) .?c (125 MHz) : -4.4, 18.2, 26.1, 66.6 (C-2) , 72.8 (C-6) , 72.9 (C-5) , 73.2, 73.8, 74.4, 75.3, 78.8 (C-3) , 81.7 (C-4) , 122.2, 126.08, 127.06, 127.3, 127.4, 127.8, 128.1, 128.3, 128.5, 130, 138.6, 138.8, 138.9, 142.9, 150.7.7: [?]D = -67.5 c 1.34 CHCl3HRMS: Positive mode, m/z = 845.4344; expected for C54H6IN2O5Si [M+H]+ = 845.4350.?H (500 MHz) : -0.09 and 0.0 (6H, 2*s, -Si (CH3) C (CH3) 3) , 0.82 (9H, s, -Si (CH3) C (CH3) 3) , 3.52 (IH, dd, J6a,5 = 6.5 Hz, J6a,6b = 10.4 Hz, H-6a) , 3.73 (IH, dd, J4, 5 = 7.3, J4, 3 = 2.6 Hz, H- A) 1 3.78 (IH, dd, J6b,5 = 2.2 Hz, H-6b) , 4.12 (IH, ddd, J5, 4 =6.7 Hz, H-5) , 4.24 (IH, dd, J3, 2 = 8.7 Hz, H-3) , 4.27 and 4.57 (2H, AB spectrum, Jgem = 12.4 Hz, PhCH2O-) , 4.41 (2H, s, PhCH2O-) , 4.48 and 4.6 (2H, AB spectrum, Jgem = 10.7 Hz, PhCH2O-) , 4.5 (IH, dd, J2, 0H = 4 Hz, H-2) , 6.79 (IH, m) , 6.85-7.4 (31H, m) .?c (125 MHz) : -4.7, 18.2, 26, 65.9 (C-2) , 72.6 (C-5) ,73.1, 73.2 (C-6) , 73.8, 75.5, 79.6 (C-4) , 80.13 (C-3) , 122.3, 125.9, 126.17, 126.5, 127, 127.2, 127.6, 127.8,127.9, 128.1, 128.4, 128.6, 130, 130.2, 138.7, 139, 139.3, 141, 142.5, 150.2 (C-I) .

According to the analysis of related databases, 15469-97-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY COURT OF THE UNIVERSITY OF DUNDEE; WO2008/59267; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15469-97-3, These common heterocyclic compound, 15469-97-3, name is 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.

2-CARBOMETHOXY-1-TRITYLIMIDAZOLE To a stirred solution of 12.4 g (40 mmol.) of 1-tritylimidazole in 250 mL of tetrahydrofuran, under argon, at 0° C. was added 20 mL (48 mmol.) of a solution of n-butyl-lithium in hexane. After the solution was allowed to warm to ambient temperature, it was stirred for 1 hour and then 3.4 mL (50 mmol.) of methyl chloroformate was added dropwise. The mixture was stirred for 20 hours at 25° C., 100 mL of water was added and then the mixture was concentrated in vacuo. The residue was extracted with ether. After the extracts were dried (MgSO4) and concentrated, the residue was chromatographed on 200 g of silica using 1:3 ethyl acetate: hexane, followed by 1:1 ethyl acetate: hexane, and finally ethyl acetate to give 3.2 g of colorless product.

The synthetic route of 15469-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marion Merrell Dow Inc.; US5039691; (1991); A;,
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. 15469-97-3, name is 1-Trityl-1H-imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 15469-97-3

To a THF solution (80 mL) of 1-tritylimidazol (3.10 g), n-butyllithium (1.6M hexane solution, 6.9 ml) was added dropwise in an argon atmosphere with ice-cooling. After stirring at the same temperature for 30 minutes, (R)-2-[(benzyloxy)methyl]oxirane (1.52 mL) was added thereto. After stirring for 1.5 hours with ice-cooling and stirring at room temperature for 1 hour, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by subjecting to silica gel chromatography (eluent; ethyl acetate:hexane = 1:1) to obtain the title compound (1.402 g) as a pale yellow oily product. 1H-NMR (CDCl3) delta: 2.06 (2H, dd, J = 2.8Hz, 18.0Hz), 3.08 (1H, dd, J = 5.4Hz, 9.8Hz), 3.21 (1H, dd, J = 5.4Hz, 9.8Hz), 3.55-3.7 (1H, m), 4.36 (2H, s), 6.73 (1H, d, J = 1.4Hz), 6.93 (1H, d, J = 1.4Hz), 7.0-7.4 (20H, m).

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; Takeda Chemical Industries, Ltd.; EP1350793; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem