methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

Base Information

Chemical Name:methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate
CAS No.:895581-54-1
Molecular Formula:C₂₄H₁₉N₃O₂
Molecular Weight:381.434
Hs Code.:

Synonyms:methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

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Chemical Property of methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

Chemical Property:

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Technology Process of methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

There total 6 articles about methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-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: 81.0%

: 895581-43-8
methyl 5-amino-1-benzyl-4-iodo-1H-benzimidazole-6-carboxylate

: 536-74-3
phenylacetylene

: 895581-54-1
methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

Guidance literature:: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In various solvent(s); at 50 ℃; for 3h;
DOI:10.1002/hlca.200690062

Reference yield:

: 895581-42-7
methyl 5-nitro-1H-benzimidazole-6-carboxylate

: 895581-54-1
methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: Bu₄NI / tetrahydrofuran / 12 h / Heating

1.3: Zn; AcOH / H₂O / 20 °C

2.1: 95 percent / I₂; NaHCO₃ / CH₂Cl₂; H₂O / 3 h / 20 °C

3.1: 81 percent / [PdCl₂(PPh₃)2]; CuI / various solvent(s) / 3 h / 50 °C

With iodine; sodium hydride; sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; dichloromethane; water; 3.1: Sonogashira coupling;
DOI:10.1002/hlca.200690062

Reference yield:

: 895581-52-9
methyl 5-amino-1-benzyl-1H-benzimidazole-6-carboxylate

: 895581-54-1
methyl 5-amino-1-benzyl-4-(2-phenylethynyl)-1H-benzimidazole-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / I₂; NaHCO₃ / CH₂Cl₂; H₂O / 3 h / 20 °C

2: 81 percent / [PdCl₂(PPh₃)2]; CuI / various solvent(s) / 3 h / 50 °C

With iodine; sodium hydrogencarbonate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In dichloromethane; water; 2: Sonogashira coupling;
DOI:10.1002/hlca.200690062