1848-84-6 Archives - Imidazoles-derivatives

9/10/2021 News The origin of a common compound about 1848-84-6

Statistics shows that 2-Ethyl-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 1848-84-6.

Related Products of 1848-84-6, These common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]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.

A mixture of 2- { 1 -[2-chloro-9-methyl-6-((5)-3-methylmorpholin-4-yl)-9H- purin-8-ylmethyl]piperidin-4-yl}propan-2-ol (200 mg, 0.47 mmol), 2-ethylbenzimidazole (73 mg, 0.50 mmol), tris(dibenzylideneacetone)dipalladium (12 mg, 2.5 molpercent), XPhos (20 mg, 10 molpercent) and Cs2CO3 (218 mg, 0.67 mmol) in DMF (6 mL) was purged with argon then heated at 150 0C for 1 h in a microwave reactor. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge which was washed with MeOH and the product eluted with 2M NEta3/MeOEta. The resulting residue was purified by column chromatography (Si-PCC, MeOH:DCM, 0-5percent) then (Si-PCC, MeOH:DCM, 0-3percent) affording 775 (95 mg, 38percent). LCMS (method I): Rx 2.65 min, [M+H]+ 533.3. 1H NMR (CDCl3, 400 MHz): delta 8.03-8.02 (1 H, m), 7.75-7.74 (1 H, m), 7.27-7.24 (2 H, m), 5.40 (2 H, brd s), 4.09-4.03 (1 H, m), 3.88 (3 H, s), 3.83 (2 H, s), 3.75-3.55 (4 H, m), 3.36 (2 H, q, J = 7.48 Hz), 2.98-2.95 (2 H, m), 2.11 (2 H, t, J = 10.92 Hz), 1.81-1.71 (2 H, m), 1.45-1.44 (6 H, m), 1.34-1.31 (4 H, m), 1.19 (6 H, s)

Statistics shows that 2-Ethyl-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 1848-84-6.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CASTANEDO, Georgette; CHAN, Bryan; GOLDSTEIN, David Michael; KONDRU, Rama K.; LUCAS, Matthew C.; PALMER, Wylie Solang; PRICE, Stephen; SAFINA, Brian; SAVY, Pascal Pierre Alexandre; SEWARD, Eileen Mary; SUTHERLIN, Daniel P.; SWEENEY, Zachary Kevin; WO2010/138589; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New downstream synthetic route of 1848-84-6

The synthetic route of 2-Ethyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]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. SDS of cas: 1848-84-6

A mixture of [2-(2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8-yl)-ethyl]- (l,l-dioxo-tetrahydro-l-thiophen-3-yl)amine (45 mg, 0.11 mmol), 2-ethylbenzimidazole (18 mg, 0.12 mmol), Pd2(dba)3 (2.5 mg, 2.5 molpercent), Xphos (5.2 mg, 10 molpercent) and Cs2CO3 (53 mg, 0.16 mmol) in dioxane (1.5 mL) was purged with argon gas then heated at 120 °C, for 4 h, in a sealed tube. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge, washed with MeOH then the desired product eluted with 2 M NH3/MeOH in DCM. The resulting residue was purified by column chromatography (Si-PCC, 0-10percent MeOH in DCM) to give 595 (35 mg, 62percent) as a pale yellow solid. LCMS: (Method I): Rx 2.43 min, [M+H]+ 525.2 1H NMR (300 MHz, CDCl3d): delta 8.02-7.98 (m, 1 H), 7.78-7.74 (m, 1 H), 7.31-7.23 (m, 2 H), 4.50-4.95 (m, 4 H), 3.87 (t, J = 4.7 Hz, 4 H), 3.76 (s, 3 H), 3.73-3.67 (m, 1 H), 3.40- 3.24 (m, 4 H), 3.23-3.14 (m, 2 H), 3.14-3.00 (m, 4 H), 2.94 (dd, J = 13.2, 6.0 Hz, 1 H), 2.49- 2.45 (m, 1 H), 2.15-2.05 (m, 1 H), 1.44 (t, J = 7.5 Hz, 3 H)

The synthetic route of 2-Ethyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Share a compound : C9H10N2

The synthetic route of 1848-84-6 has been constantly updated, and we look forward to future research findings.

1848-84-6, name is 2-Ethyl-1H-benzo[d]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. SDS of cas: 1848-84-6

A mixture of 4-(2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8- yl)piperidine-l -carboxylic acid tert-butyl ester (375 mg, 0.858 mmol), 2-ethylbenzimidazole (151 mg, 1.03 mmol), Xphos (43 mg, 0.09 mmol) and Cs2CO3 (421 mg, 1.29 mmol) in dioxane (5 niL) was degassed with nitrogen bubbling for 15 minutes.Tris(dibenzylideneacetone)dipalladium (20 mg, 0.022 mmol) was added and the mixture was heated to 120 0C for 20 hours. The reaction mixture was diluted with EtOAc, filtered, concentrated in vacuo and purified by column chromatography (Si-PCC, EtOAcxyclohexane, 40-90percent) affording 647 (390 mg, 83percent). LCMS: Rx 4.54 min, [M+H]+ 547.24 1H NMR (400 MHz, DMSO): delta 8.00-7.99 (m; 1 H); 7.68-7.60 (m; 1 H); 7.25-7.24 (m; 2 H); 4.45-4.12 (m; 4 H); 4.12-4.01 (d; J = 13.26 Hz, 2 H); 3.85-3.70 (m; 6 H); 3.25- 3.10 (m, 4 H); 3.04-2.82 (m, 2 H); 2.00-1.90 (d; J = 13.26 Hz, 2 H); 1.76-1.59 (m, 2 H); 1.43 (s; 9 H); 1.35 (t, J = 7.44 Hz, 3 H).

The synthetic route of 1848-84-6 has been constantly updated, and we look forward to future research findings.

Application of 1848-84-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Ethyl-1H-benzo[d]imidazole, its application will become more common.

Related Products of 1848-84-6,Some common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, molecular formula is C9H10N2, 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.

General procedure: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 2-Ethyl-1H-benzo[d]imidazole

The synthetic route of 1848-84-6 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. 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Ethyl-1H-benzo[d]imidazole

A mixture of (5-chloro-7-morpholin-4-ylthiazolo[5,4-J]pyrimidin-2-yl)-[4-(l- hydroxy-l-methylethyl)piperidin-l-yl]methanone (250 mg, 0.59 mmol), 2- ethylbenzimidazole (90 mg, 0.62 mmol), tris(dibenzylideneacetone)dipalladium (15 mg, 2.5 molpercent), XPhos (25 mg, 10 molpercent) and Cs2CO3 (270 mg, 0.83 mmol) in DMF (6 mL) was purged with argon then heated at 150 0C for 30 min in a microwave reactor. The reaction mixture was purified by column chromatography (Si-PCC, MeOH:DCM, 1-5percent) followed by recrystallisation from Et2O and EtOAc affording 771 (109 mg, 35percent). LCMS (method I): Rx 3.96 min [M+H]+ 536.3. 1H NMR (CDCl3, 400 MHz): delta 8.06-8.05 (1 H, m), 7.76-7.75 (1 H, m), 7.32-7.28 (2 H, m), 5.22 (1 H, d, J = 13.34 Hz), 4.84 (1 H, d, J = 13.16 Hz), 4.41 (4 H, brd s), 3.89 (4 H, t, J = 4.74 Hz), 3.37 (2 H, q, J = 7.46 Hz), 3.17-3.15 (1 H, m), 2.84-2.82 (1 H, m), 1.94 (2 H, t, J = 13.72 Hz), 1.72-1.62 (1 H, m), 1.49-1.40 (5 H, m), 1.23 (6 H, d, J = 7.01 Hz)

The synthetic route of 1848-84-6 has been constantly updated, and we look forward to future research findings.

Continuously updated synthesis method about 1848-84-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1848-84-6, its application will become more common.

Some common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, molecular formula is C9H10N2, 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. Application In Synthesis of 2-Ethyl-1H-benzo[d]imidazole

A mixture of 3-(2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8-yl)- pyrrolidine-1-carboxylic acid tert-butyl ester (44 mg, 0.10 mmol), 2-ethylbenzimidazole (17 mg, 0.11 mmol), Pd2(dba)3 (2.4 mg, 2.5 molpercent), Xphos (5.0 mg, 10 molpercent) and Cs2CO3 (51 mg, 0.16 mmol) in dioxane (1.5 mL) was purged with argon gas then heated at 120 °C, for 20 h, in a sealed tube. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge, washed with MeOH then the desired product eluted with 2 M NH3/Me0H in DCM. The resulting residue was purified by column chromatography (Si-PCC, 0-100percent EtOAc in cyclohexane) to give 646 (37 mg, 67percent) as a yellow solid. LCMS: (Method I): RT 4.34 min, [M+H]+ 533.2 1H NMR (400 MHz, CDCl3d): delta 8.01-7.97 (m, 1 H), 7.78-7.73 (m, 1 H), 7.29- 7.22 (m, 2 H), 4.55-4.10 (m, 4 H), 3.86 (t, J = 4.67 Hz, 4 H), 3.80 (s, 3 H), 3.80-3.44 (m, 4 H), 3.35 (q, J = 7.48 Hz, 2 H), 2.36 (s, 3 H), 1.49 (s, 9 H), 1.44 (t, J = 7.48 Hz, 3 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1848-84-6, its application will become more common.

The important role of 1848-84-6

According to the analysis of related databases, 1848-84-6, the application of this compound in the production field has become more and more popular.

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 1848-84-6 as follows. Safety of 2-Ethyl-1H-benzo[d]imidazole

A mixture of 4-(2-chloro-9-methyl-6-morpholin-4-yl-9H-purin-8-ylmethyl)-3- isopropylpiperazin-2-one (198 mg, 0.49 mmol), 2-ethylbenzimidazole (78 mg, 0.53 mmol), Pd2(dba)3 (11.1 mg, 2.5 molpercent), Xphos (23.1 mg, 10 molpercent) and Cs2CO3 (237 mg, 0.16 mmol) in dioxane (4 mL) was purged with argon gas then heated at 110 0C, for 17 h, in a sealed tube. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge, washed with MeOH then the desired product eluted with 2 M NH3/MeOH in DCM. The resulting residue was purified by column chromatography (Si-PCC, 0-10percent MeOH in EtOAc) to give 648 (196 mg, 78percent) as a white solid. LCMS: (Method I): Rx 3.37 min, [M+H]+ 518.2 1H NMR (400 MHz, CDCl3d): delta 8.05-8.00 (m, 1 H), 7.79-7.75 (m, 1 H), 7.30-7.23 (m, 2 H), 6.02 (s, 1 H), 4.50-3.96 (m, 4 H), 4.09 (d, J = 13.6 Hz, 1 H), 3.94 (d, J = 13.6 Hz, 1 H), 3.89 (s, 3 H), 3.87 (t, J = 4.80 Hz, 4 H), 3.63-3.54 (m, 1 H), 3.37 (q, J = 7.5 Hz, 2 H), 3.34-3.28 (m, 1 H), 3.13-3.04 (m, 1 H), 3.03 (d, J = 5.5 Hz, 1 H), 2.74-2.66 (m, 1 H), 2.25-2.14 (m, 1 H), 1.46 (t, J =7.5 Hz, 3 H), 1.11 (d, J = 6.8 Hz, 3 H), 1.03 (d, J = 6.8 Hz, 3 H)

According to the analysis of related databases, 1848-84-6, the application of this compound in the production field has become more and more popular.

Extracurricular laboratory: Synthetic route of 2-Ethyl-1H-benzo[d]imidazole

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 1848-84-6.

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. 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H10N2

General procedure: To a stirred solution of 10.0 mmol of compound 1a?1i in 10 mL of conc. H2SO4 we added dropwise 10 mL (0.11 mmol) of 33percent aqueous hydrogen peroxide at 100?105°C. The mixture was stirred for 0.5 h at 120°C, let to cool down, and poured in water. The pH of the solution was adjusted to ~2 with sodium carbonate, and the precipitate of 2-alkylimidazole-4,5-dicarboxylic acid 2a?2i was filtered off and recrystallized from water.

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 1848-84-6.

The important role of 2-Ethyl-1H-benzo[d]imidazole

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, 2-Ethyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Application of 1848-84-6, The chemical industry reduces the impact on the environment during synthesis 1848-84-6, name is 2-Ethyl-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

General procedure: Sodium hydride (0.53 g, 6.6 mmol, 60percent oil dispresion) was added to the stirred solution of the corresponding azole (3.3 mmol) in anhydrous THF (2 mL) at room temperature. After 15 min, freshly prepared 2-(chloromethyl)-4,5-dihydro-1H-imidazole 2 (0.47 g, 4.0 mmol) was added and the reaction mixture was stirred at ambient temperature for 6 h. The N-alkylation products 3, 5, 7 and 8 were isolated upon quenching the reaction mixture with water (5 mL) followed by extraction with dichloromethane (3 .x. 5 mL). The combined organic layers were dried over anhydrous sodium sulfate and evaporated under reduced pressure. The oily residue thus obtained was purified on silica with use of chromatotron (Et3N/MeOH/AcOEt 1:5:100). All products were very polar with Rf values close to 0.05.The N-alkylation reaction of indazoles (1) provided the desired N1 substituted products (3) along with the N2 substituted side product. The latter compounds demonstrated considerably lower Rf than 3 and were not isolated in pure form. The alkylation reactions of benzotriazoles 6a and 6c allowed the isolation of N1 substituted products 7a-b (higher Rf) and N2 isomer 8b (lower Rf). However, in the case of 4-methyl-benzotriazole 6b only the N2 substituted isomer 8a was isolated as a pure product.The products 3, 5, 7 and 8 were then converted into water-soluble hydrochloride salts suitable for biological tests with use of methanolic hydrochloric acid solution or by passing gaseous hydrogen chloride through dichloromethane solution of the corresponding free base.

The origin of a common compound about 1848-84-6

Statistics shows that 2-Ethyl-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 1848-84-6.

Reference of 1848-84-6, These common heterocyclic compound, 1848-84-6, name is 2-Ethyl-1H-benzo[d]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.

Statistics shows that 2-Ethyl-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 1848-84-6.