HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide | HCID 59385565 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide | HCID 59385565 | — |
| Product | 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide hydrochloride | HCID 67532661 | — |
Reaction Steps
To prepare the hydrochloride the non-polar diastereoisomer of 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide (217 mg, 0.45 mmole) was dissolved in ethyl methyl ketone (5 ml) and chlorotrimethylsilane (86 μl, 0.68 mmole) was added. The solid thereby formed was filtered off and dried. The hydrochloride of the non-polar diastereoisomer of 3-(5-chloro-1H-indol-3-yl)piperidine-1-carboxylic acid-(4-dimethylamino-4-phenylcyclohexyl)-amide was thereby obtained in a yield of 233 mg (100%) as a colourless solid (Example 35) with an m.p. of 195°-198° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759385B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-3da82f73eea144a4afc09f6bc7041d5d |
| Source note | uspto-grants-2010_07 |