HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202886Generated: October 31, 2026
Ammonia → 4-(Benzyloxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2202886
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Benzyloxy-2(1H)-pyridone | HCID 3607724 | — |
| Reactant | 6-bromo-2-ethyl-1-methyl-1H-benzimidazole | HCID 84701098 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-(Benzyloxy)-1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one | HCID 89691078 | 55.2% |
Reaction Steps
A mixture of 4-benzyloxy-2(1H)-pyridone (1 g), 6-bromo-2-ethyl-1-methyl-1H-benzimidazole (1.19 g), N,N′-dimethylethylenediamine (0.530 ml), copper(I) iodide (0.946 g), potassium carbonate (2.06 g) and DMSO (20 ml) was stirred at 150° C. for 2 h. The mixture was added to 28% NH3 solution, and the precipitate was collected. The solid was dissolved in THF, passed through NH silica pad and concentrated in vacuo to give the title compound (986 mg) as a pink solid. A part of the target compound was treated with activated carbon and recrystallized from THF to give 46.1 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-553f78b50f3646499ecb137268e2628f |
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| Source note | uspto-grants-2016_06 |
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