HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide | HCID 10255793 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide hydrochloride | HCID 10255792 | — |
| Product | 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide | HCID 10255793 | — |
Reaction Steps
To prepare the hydrochloride the non-polar diastereoisomer of 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide (170 mg, 0.36 mmole) was dissolved in ethyl methyl ketone (4 ml) and chlorotrimethylsilane (68 μl, 0.54 mmole) was added. The solid thereby formed was filtered off and dried. The hydrochloride of the non-polar diastereoisomer of 4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide was thereby obtained in a yield of 183 mg (100%) as a colourless solid (Example 32) with an m.p. of 163°-165° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759385B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-38416b2c1ae74b6eaa428f67d8ebf6ef |
| Source note | uspto-grants-2010_07 |