Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 70013748 | HCID 70013748 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70015775 | HCID 70015775 | 69.6% |
Reaction Steps
4N-Hydrogen chloride solution in ethyl acetate (5 mL) was added to a suspension of 1-[(S)-1-tert-butoxycarbonylpyrrolidin-3-yl]-3-(3-chloro-4-methoxybenzyl)-5-cyano-2,3-dihydro-1H-benzimidazol-2-one (520 mg) in ethyl acetate (5 mL) at 0° C. The mixture was stirred at ambient temperature for 4 hours. The reaction mixture was concentrated in vacuo. To the residue was added an aqueous saturated sodium bicarbonate solution and ethyl acetate. The separated organic layer was washed successively with water and brine and dried over magnesium sulfate. After evaporation of the solvent, the residue was triturated with diethyl ether to give 3-(3-chloro-4-methoxybenzyl)-5-cyano-1-[(S)-pyrrolidin-3-yl]-2,3-dihydro-1H-benzimidazol-2-one (287 mg) as amorphous powders.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06582351B1 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-40dc53996c354161a06d5ae1e1892f78 |
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| Source note | uspto-grants-2003_06 |
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