HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769030Generated: October 31, 2026
Dimethylformamide → 1-[[(2-Ethoxy)ethyl]-1H-benzimidazol-2-yl][1-(t-butyloxycarbonyl)-4-piperidinyl)methanone
https://huagongshe.com/reaction/1769030
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl ethyl ether | HCID 61141 | — |
| Reactant | 1-(t-butoxycarbonyl)-4-(1H-benzimidazole-2-carbonyl)piperidine | HCID 18333235 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[[(2-Ethoxy)ethyl]-1H-benzimidazol-2-yl][1-(t-butyloxycarbonyl)-4-piperidinyl)methanone | HCID 54014447 | — |
Reaction Steps
Mix [1H-benzimidazol-2-yl][1-(t-butyloxycarbonyl)-4-piperidinyl]methanone (4.25 g, 12.91 mmol), 2-bromoethyl ethyl ether (2.34 g, 15.3 mmol), potassium carbonate (5.29 g, 38.25 mmol) and dimethylformamide (100 mL). Stir and heat and at 90° C. overnight. Allow to cool to room temperature, dilute with water and extract with ethyl acetate (2×). Wash the combined organic phases with water (3×), then brine and dry (MgSO4). Evaporate the solvent in vacuo and purify by chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05380731 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-3e4334f1fbb148cabde94948c2351aba |
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| Source note | uspto-grants-1995_01 |
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