HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[(4-Dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | N-[(4-dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide | HCID 69216416 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | N-[(4-Dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide hydrochloride | HCID 69217040 | — |
Reaction Steps
In order to produce the hydrochloride (Example 12), the more polar diastereomer of N-[(4-dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide (257 mg, 0.57 mmole) was dissolved in ethyl methyl ketone and combined with trimethylchlorosilane (108 μl, 0.86 mmole). The resulting solid was filtered out and dried. Example 12 was obtained as a colorless solid (m.p. 135-137° C.) in a yield of 220 mg (79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348354B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-3f6bd26537ff47fb81bc6c5f60a26628 |
| Source note | uspto-grants-2008_03 |