HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661884Generated: October 28, 2026
Water → 4-Bromo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole
https://huagongshe.com/reaction/1661884
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1H-benzoimidazole | HCID 57772015 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole | HCID 11281119 | 563.9% |
Reaction Steps
To a stirred solution of 500 mg (1.45 mmol) 4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1H-benzoimidazole in 11 ml DMF, NaH (38 mg, 1.6 mmol) is added and stirring is continued for 1 h at RT, and then the reaction mixture is heated to 60° C. 0.152 ml (0.175 mmol) (2-bromoethyl)-methyl ether is added and stirring is continued at this temperature for another 6 h. The reaction mixture is cooled to room temperature, poured into water and extracted (3×) with ethyl acetate. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=3:1) to afford 398 mg of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030497B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-faba9025e5e64145b6850c1c74659af8 |
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| Source note | uspto-grants-2011_10 |
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