Category: 1849-01-0

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. 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N2O

To a solution of 1,3-dihydro-1,N-methyl-2-oxobenzimidazole (3.185 g, 21.5 mmol) in DMF (60 mL) is added NaH (60% in mineral oil,1.03 g, 25.78 mmol) portionwise at 0 C. After stirring at 0 C for 30 min.2,4-dichloropyrimidine (3.20 g, 21.5 mmol) is added, and the mixture is allowed to stir at 15 C for 12 hrs. The resulting mixture is quenched with water (200 mL) and the mixture is extracted with EtOAc (100 mL x 3), and washed with water (100 mL x 4), dried with Na2SO4 and concentrated in vacuo. The residue is purified by silica gel chromatography (petroleum ether: EtOAc =10:1), to give 2-chloro-4-(1,3-dihydro-3,N-methyl-2-oxobenzimimidazol-1-yl)pyrimidine.

According to the analysis of related databases, 1849-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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: 1849-01-0

A mixture of (±)-trans-N-(6-bromo-8-chloro-3-isoquinolyl)-2-cyano-cyclopropanecarboxamide (200 mg, 0.57 mmol), 1-methyl-2-benzimidazolinone (120 mg, 0.81 mmol), Pd3(dba)2 (100 mg, 0.11 mmol), Xantphos (130 mg, 0.22 mmol) and K3PO4 (360 mg, 1.7 mmol) in 1,4-dioxane (15 mL) was heated at 90 C. for 3 h under Ar. The mixture was concentrated and purified by silica-gel column chromatography (EA:PE=1:3 to 1:2) to give (±)-trans-N-[8-chloro-6-(3-methyl-2-oxo-benzimidazol-1-yl)-3-isoquinolyl]-2-cyano-cyclopropanecarboxamide (120 mg, 50% yield) as a yellow solid. LCMS (ESI) [M+H]+=418.1

The synthetic route of 1-Methyl-1H-benzo[d]imidazol-2(3H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1849-01-0, 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. 1849-01-0 name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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.

Prepared from 1 -methyl-1,3-dihydro-2H-benzimidazol-2-one (100 mg, 0.6720 mmol), 2-bromo-5-(difluoromethyl-1,3,4-oxadiazole (134.3 mg, 0.67 mmol), potassiumcarbonate (280 mg, 2.02 mmol), copper iodide (12.9 mg, 0.07 mmol) and trans-/V,/Vdimethylcyclohexane-1,2-diamine (0.02 ml_, 0.1400 mmol) in 1,4-dioxane (5 ml.) at 80 C for2 h. Product obtained as a white solid (65 mg, 0.24 mmol, 36%).[00483] 1H NMR (300MHz, DMSO-d6) Shift = 7.88 (d, J=7.6 Hz, 1H), 7.76 – 7.38 (m,25 1 H), 7.38 – 7.32 (m, 2H), 7.31 – 7.22 (m, 1H), 3.41 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan M.; WASZKOWYCZ, Bohdan; HUTTON, Colin P.; WADDELL, Ian D.; HITCHIN, James R.; SMITH, Kate M.; HAMILTON, Niall M.; (265 pag.)WO2016/97749; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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. Product Details of 1849-01-0

EXAMPLE V A mixture of 25 parts of 1,3-dihydro-1-methyl-2H-benzimidazol-2-one, 64 parts of sodium methanolate solution 30% and 240 parts of methanol is stirred for one hour at room temperature. Then there are added 27.88 parts of 3-(chloromethyl)pyridine hydrochloride and stirring is continued for 3 hours at reflux temperature. The reaction mixture is cooled and the formed precipitate (sodium chloride) is filtered off. The filtrate is evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2′-oxybispropane. The product is filtered off and dried, yielding 16 parts (39.3%) of 1,3-dihydro-1-methyl-3-(3-pyridinylmethyl)-2H-benzimidazol-2-one; mp. 90 C.

The synthetic route of 1849-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4181802; (1980); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1849-01-0, A common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C8H8N2O, 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.

Scheme 15: (1264) (1265) To a THF solution (2 mL) of 15-1 (100 mg, 674 mumol) was added NaH (13.4 mg, 337 mumol) under Nitrogen atmosphere. The resultant solution was heated at 60oC for 30 minutes. To the hot reaction mixture was added a THF solution (2 mL) of 2-1 (64.7 mg, 337 mumol) drop wise and the heating was continued for another 5 hours to produce Compound 176. It was then cooled to room temperature, diluted with 20% IPA-DCM solution, washed with water and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Crude mass was purified by column chromatography (silica, gradient: 0-3% MeOH in DCM) to afford Compound 176 (3.5 mg, 13 mumol, 5%). 1H NMR (400 MHz, DMSO-d6) delta 11.10 (s, 1H), 7.19 (d, J = 7.6 Hz, 1H), 7.15- 7.01 (m, 3H), 5.38 (s, 1H), 3.25 (s, 3H), 2.90-2.87 (m, 1H), 2.72-2.50 (m, 2H), 2.07-2.05 (m, 1H). LC MS: ES+ 260.3.

The synthetic route of 1849-01-0 has been constantly updated, and we look forward to future research findings.

Application of 1849-01-0,Some common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C8H8N2O, 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.

Take 10 ml sealed,Weigh 50 mg 1f,139 mg 2b,154 mg of cesium fluoride,Add 2 ml of acetonitrile, pump for nitrogen, 90 reaction 12h.The solvent was then removed by distillation under reduced pressure to give petroleum ether and ethyl acetate as eluant,The residue was purified by silica gel column chromatography to give 3 fb as a white solid in 53% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, its application will become more common.

1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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: 1849-01-0

Example 37; Preparation of Intermediate Compound 37A; To a solution of 2-bromo-4-carbomethoxythiazole (1.5 g, 6.78 mmol) in dioxane (80 mL) at room temperature was added 1 -methyl-2-benzimidazolone (1.0 g, 6.78 mmol) followed by CuI (0.13 g, 0.68 mmol), K2CO3 (1.0 g, 7.47 mmol), trans- N, lambda/-dimethylcyclohexane (0.21 mL, 1.35 mmol). The mixture was degassed under house vacuum and filled with N2 six times and heated to 90 C. The mixture was stirred for 12 hours, cooled to rt, and concentrated under reduced pressure. The EPO crude product was purified using flash chromatography using a 20:1 mixture of CH2CVMeOH to provide 1.8 g (92% yield) of the title compound as an off-white solid. LC-MS [M+H] = 290.2; 98% purity.

The synthetic route of 1849-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/54749; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1849-01-0, 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. 1849-01-0 name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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.

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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 C8H8N2O

To a solution of N-[(2-chloropyridin-3-yl)methyl]-N-pyridin-3-ylpyridin-3-amine (59 mg, 020 mmol) and l-methyl-2-benzimidazolinone (45 mg, 0.30 mmol) in dry pyridine (1 mL) was added potassium acetate (51 mg, 0.512 mmol), cuprous chloride (11.6 mg, 0.117 mmol), and copper powder (31 mg, 0.487 mmol). This mixture was sealed and heated at 120 C for 4 days. The cooled reaction was diluted with NaHCtheta3 solution and the product extracted into methylene chloride. This solution was dried over anhydrous sodium sulfate, filtered, and the solvent evaporated This residue was subjected to chromatography on silica gel eluting with a 20-100% acetone/hexane gradient to give the title compound after trituration with diethyl ether as a white solid.IH-NMR (500 MHz, CDCl3): delta 8.54 (IH, d, J=3.7Hz), 8.36 (2H, v br s), 8.25 (2H, v br s), 7.95 (IH, d, J=7.3Hz), 7.33 -7.38 (3H, m), 7.27(1H, m), 7.18 -7.21 (2H, m) , 7.12 (IH, t, J=7.8Hz), 7.05-7.08 (2H, m), 5.36 (IH, v br s), 4.88 (IH, v br s), 3.47(3H, s). m/e (m+1): 409.2.

The synthetic route of 1-Methyl-1H-benzo[d]imidazol-2(3H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/89735; (2007); A2;,
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. 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N2O

To a solution of 1,3-dihydro-1,N-methyl-2-oxobenzimidazole (3.185 g, 21.5 mmol) in DMF (60 mL) is added NaH (60% in mineral oil,1.03 g, 25.78 mmol) portionwise at 0 C. After stirring at 0 C for 30 min.2,4-dichloropyrimidine (3.20 g, 21.5 mmol) is added, and the mixture is allowed to stir at 15 C for 12 hrs. The resulting mixture is quenched with water (200 mL) and the mixture is extracted with EtOAc (100 mL x 3), and washed with water (100 mL x 4), dried with Na2SO4 and concentrated in vacuo. The residue is purified by silica gel chromatography (petroleum ether: EtOAc =10:1), to give 2-chloro-4-(1,3-dihydro-3,N-methyl-2-oxobenzimimidazol-1-yl)pyrimidine.

According to the analysis of related databases, 1849-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem