Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 18509868 | HCID 18509868 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18509770 | HCID 18509770 | 72.6% |
Reaction Steps
To a solution of 5-cyano-3-(3,4-dimethoxybenzyl)-1-(2,2-dimethyl-1,3-dioxan-5-yl)-2,3-dihydro-1H-benzimidazol-2-one (140 mg) in tetrahydrofuran (2 mL) was added 1 N-hydrochloric acid (1.5 mL), and the mixture was stirred at ambient temperature for 8 hours. After evaporation of the solvent, the residue was partitioned between water and a mixture of chloroform and methanol (10:1). The separated organic layer was washed with brine and dried over magnesium sulfate. After evaporation of solvent, the residue was subjected to a preparative thin-layer chromatography eluting with a mixture of chloroform and methanol (10:1). The obtained substance was triturated with diethyl ether to give 5-cyano-3-(3,4-dimethoxybenzyl)-1-[2-hydroxy-1-(hydroxymethyl)ethyl]-2,3-dihydro-1H-benzimidazol-2-one (92 mg) as 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-7602fae09bf34db4806f4aaf365a481e |
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| Source note | uspto-grants-2003_06 |
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