HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203081Generated: November 2, 2026
Ammonia → 1-(1,2-Dimethyl-1H-benzimidazol-6-yl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203081
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-(4-Fluorobenzyloxy)-1h-pyridin-2-one | HCID 22049900 | — |
| Reactant | 6-bromo-1,2-dimethyl-1H-benzo[d]imidazole | HCID 58109509 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(1,2-Dimethyl-1H-benzimidazol-6-yl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one | HCID 71660917 | 24.8% |
Reaction Steps
A mixture of 6-bromo-1,2-dimethyl-1H-benzimidazole (500 mg), 4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one (487 mg), CuI (423 mg), N,N′-dimethyl-1,2-ethanediamine (0.236 ml), potassium carbonate (921 mg) and DMSO (10 ml) was stirred at 150° C. for 1 h. 28% NH3 solution was added to the resulting mixture, and the solid was washed with water. The solid was purified by NH silica gel column chromatography (hexane/EtOAc), followed by recrystallization from EtOAc-hexane to give the title compound (200 mg) 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-5609f6dd009b4e69adba33d19c313c86 |
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| Source note | uspto-grants-2016_06 |
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