Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromocyclopentane | HCID 8728 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18971812 | HCID 18971812 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18971741 | HCID 18971741 | — |
Reaction Steps
A mixture of (800 mg, 5.3 mmoles) cyclopentyl bromide, (1.6 g, 5.3 mmoles) methyl 1-(3-hydroxy-4-methoxyphenyl)-1H-benzimidazole-5-carboxylate and 251 mg of 50% sodium hydride in 10 ml of dimethylformamide was stirred at 100° C. for 30 minutes. The reaction was cooled, poured onto H2O and extracted with ethyl acetate. The ethyl acetate layer was dried and evaporated to give 2 g of crude product. Purification on silica gel with CH2Cl2 gave 1.1 g of methyl 1-(3-cyclopentyl-4-methoxyphenyl)-1H-benzimidazole-5-carboxylate. M.P.: 129°-131°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05814651 |
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| Source dataset | uspto-grants-1998_09 |
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| ORD ID | ord-d59e0e268fcd4f3c8fd563b622a9bc52 |
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| Source note | uspto-grants-1998_09 |
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