methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate

Base Information

• Chemical Name: methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate
• CAS No.: 1464130-01-5
• Molecular Formula: C₂₄H₂₃N₃O₂S
• Molecular Weight: 417.532
• Mol file: 1464130-01-5.mol

Synonyms:methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate

Chemical Property of methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate

There total 7 articles about methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

C16H17N3O2 (1464129-58-5) + phenylacetaldehyde (122-78-1) → methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate (1464130-01-5)

Guidance literature:

With piperidine; sulfur; In ethanol; for 1.5h; Reflux;

DOI:10.1039/c3ra41545g

Reference yield:

3-nitro-4-fluorobenzoic acid (453-71-4) → methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate (1464130-01-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid

2: acetonitrile / 20 °C

3: zinc; ammonium formate / acetonitrile / 20 °C

4: dicyclohexyl-carbodiimide; dmap / acetonitrile / 20 °C

5: trifluoroacetic acid / acetonitrile / Reflux

6: sulfur; piperidine / ethanol / 1.5 h / Reflux

With piperidine; dmap; sulfuric acid; ammonium formate; sulfur; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In ethanol; acetonitrile; 6: |Gewald Aminoheterocycles Synthesis;

DOI:10.1039/c3ra41545g

Reference yield:

methyl 4-(cyclopentylamino)-3-nitrobenzoate (234750-98-2) → methyl 2-(2-amino-5-phenylthiophen-3-yl)-1-cyclopentyl-1H-benzo[d]imidazole-5-carboxylate (1464130-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1: zinc; ammonium formate / acetonitrile / 20 °C

2: dicyclohexyl-carbodiimide; dmap / acetonitrile / 20 °C

3: trifluoroacetic acid / acetonitrile / Reflux

4: sulfur; piperidine / ethanol / 1.5 h / Reflux

With piperidine; dmap; ammonium formate; sulfur; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In ethanol; acetonitrile; 4: |Gewald Aminoheterocycles Synthesis;

DOI:10.1039/c3ra41545g

upstream raw materials:

C₁₆H₁₇N₃O₂

phenylacetaldehyde

3-nitro-4-fluorobenzoic acid

methyl 4-(cyclopentylamino)-3-nitrobenzoate

Downstream raw materials:

methyl 1-cyclopentyl-2-(5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-2-phenylthiophen-3-yl)-1H-benzo[d]imidazole-5-carboxylate