Category: 116568-17-3

These common heterocyclic compound, 116568-17-3, name is 1H-Benzo[d]imidazole-6-carboxamide, 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. category: imidazoles-derivatives

EXAMPLE 23 1-(6-{[(1S)-1-(3-Fluorophenyl)ethyl]amino}pyrazin-2-yl)-1H-benzimidazole-6 carboxamide: To a stirred mixture of 6-chloro-N-[(1S)-1-(3-fluorophenyl)ethyl]pyrazin-2-amine (242 mg, 0. 96 mmol) and 5-benzimidazole carboxamide (318 mg, 1. 97 mmol, 2, 1 eq) in 18 dimethylformamide (5 mL) was added cesium carbonate (460 mg, 1.41 mmol, 1.5 eq). This solution was then heated at 120C under a nitrogen atmosphere for 48 hours at which time a second amount of cesium carbonate (180 mg, 0. 6 eq) was added. The mixture was heated at 120C for a further 62 hours before being cooled to room temperature, diluted with chloroform (15 mL) and filtered, The filtrate was then concentrated in vacuo and subjected to silica column chromatography (stepwise gradient from dichloromethane to 9: 1 dichloromethane : methanol) to yield the 5-carboxamide product (100. 7 tng, 28%) along with the desired 6-carboxamide product (63.7 mg, 18%). ‘H NMR (d6-acetone, 300 MHz) No. 1.64 (3H, d, J = 6. 9 Hz), 2.76-2. 80 (2H, brm), 5.35 (1H, m), 6.93 Cm, m), 7. 29-7. 36 (3H, m), 7. 42 (1H, dm,/= 7. 7 I Iz), 7. 77 (1H, dd, J = 8.5, 0.5 Hz), 7.93 (1H, dd, 1. 7, 8. 5 Hz), 8.05 (1H, s), 8. 31 (1H, s), 8. 73 (1H, s), 8.40 (1H, dd, J = 0. 5, 1. 6 Hz). MS (c. i.) m/z 376 (M+, 89%).

The synthetic route of 1H-Benzo[d]imidazole-6-carboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOPIA RESEARCH PTY LTD; WO2005/54230; (2005); 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. 116568-17-3, name is 1H-Benzo[d]imidazole-6-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H7N3O

EXAMPLE 3 1-(6-Chloropyrazin-2-yl)-1H-benzimidazole-5-carboxamide and and A mixture of 2, 6-dichloropyraz’rne (2.0 g, 13. 4 mmol), 1H-benzimidazole-5-carboxamide (2. 0 g, 12.3 mmol) and cesium carbonate (5. 6, 17. 2 mmol) in DMF (10 mL) was heated at 90C for 3h. The solution was cooled to RT and diluted with ethyl acetate (20 mL) and filtered. The solid material was washed with chloroform-methanol (20mL, 4:1) and the combined flitrates (at) concentrated in vacuo. The residue thus obtained (3. 02 g) was used without further purification. m/z (EI) 273/275 (M+1)

According to the analysis of related databases, 116568-17-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOPIA RESEARCH PTY LTD; WO2005/54230; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 116568-17-3, 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 116568-17-3 as follows.

Example 18; 4-Benzylpiperidine-l-carboxylic acid (lH-benzoimidazol-5-carbonyl)-amide [the other tautomeric form of the compound is 4-benzyIpiperidin-l-carboxylic acid (3H-benzoimidazol-5-carbonyl)-amide1; To a Suspension of 0.947 g (3.08 mmol) of lH-benzoimidazol-5-carboxylic acid amide [Bull. Chem. Soc. Jpn., 31j 252 (1958)] in 50 ml of 1,2-dichloroethane 0.5 ml (5.7 mmol) of oxalyl chloride is added and the mixture is stirred at 90 C for 5.5 h. The reaction mixture is cooled to room temperature and 2.65 ml (15 mmol) of 4-benzylpip.eridine is added. The so obtained mixture is stirred at room temperature overnight, then concentrated and the residue is purified by column chromatography using Kieselgel 60 aes adsorbent (Merck) and Chloroform : methanol = 9 : l aes eluent to yield 145 mg (13 %) of the title compound. Mp.: 168-175 C .

According to the analysis of related databases, 116568-17-3, the application of this compound in the production field has become more and more popular.