(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

Base Information

Chemical Name:(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone
CAS No.:933474-49-8
Molecular Formula:C₂₀H₂₀N₄O₄
Molecular Weight:380.403
Hs Code.:

Synonyms:(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

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Chemical Property of (4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

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Technology Process of (4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

There total 7 articles about (4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone 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:

: 420137-30-0
N-butyl-N'-(4-methoxy-2-nitro-phenyl)-oxalamide

: 933474-49-8
(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1: 90.1 percent / H₂ / Pd/C / methanol / 3 h

2: 69.5 percent / 0.17 h / 240 °C

3: 76.2 percent / aq. HBr / 12 h / Heating

4: 68 percent / TFA; sodium nitrate / 2 h / 20 °C

5: triethylamine; HBTU / dimethylformamide / 6 h / 20 °C

With sodium nitrate; hydrogen bromide; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm060420k

Reference yield:

: 52426-97-8
N-(4-methoxy-2-nitro-phenyl)-oxalamic acid ethyl ester

: 933474-49-8
(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1: 93.3 percent / toluene / 10 h / 20 °C

2: 90.1 percent / H₂ / Pd/C / methanol / 3 h

3: 69.5 percent / 0.17 h / 240 °C

4: 76.2 percent / aq. HBr / 12 h / Heating

5: 68 percent / TFA; sodium nitrate / 2 h / 20 °C

6: triethylamine; HBTU / dimethylformamide / 6 h / 20 °C

With sodium nitrate; hydrogen bromide; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm060420k

Reference yield:

: 96-96-8
4-methoxy-2-nitroaniline

: 933474-49-8
(4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone

Guidance literature:: Multi-step reaction with 7 steps

1: 96.2 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 93.3 percent / toluene / 10 h / 20 °C

3: 90.1 percent / H₂ / Pd/C / methanol / 3 h

4: 69.5 percent / 0.17 h / 240 °C

5: 76.2 percent / aq. HBr / 12 h / Heating

6: 68 percent / TFA; sodium nitrate / 2 h / 20 °C

7: triethylamine; HBTU / dimethylformamide / 6 h / 20 °C

With sodium nitrate; hydrogen bromide; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm060420k