Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 5-(6-Benzoyl-1H-benzimidazol-2-yl)furan-2-carboxylic acid | HCID 57955786 | — |
| Product | HCID 67166415 | HCID 67166415 | 88% |
Reaction Steps
1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (63 mg, 0.33 mmol) and 1-hydroxybenzotriazole monohydrate (51 mg, 0.33 mmol) were added to a pyridine (4 ml) solution of the 5-(5-benzoylbenzimidazol-2-yl)-furan-2-carboxylic acid (100 mg, 0.30 mmol) obtained in Example 57. Pyrrolidine (21 mg, 0.30 mmol) was added and then heated. The reaction mixture was stirred at 70° C. for 6 hours, and then allowed to cool to room temperature with stirring. The solvent was evaporated, and the residue was purified using medium pressure silica gel flash column chromatography (NH silica gel, chloroform:methanol=98:2) to afford (4-(5-benzoylbenzimidazol-2-yl)-2-furanylcarbonyl)pyrrolidine (102 mg, 88%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07951956B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-6a49c8eee2cc4ce2a53b8489e9a1be9f |
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| Source note | uspto-grants-2011_05 |
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