HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | (2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester | HCID 67386266 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | (2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester hydrochloride | HCID 67386274 | 96% |
Reaction Steps
(2S)-2-[2-(4-Dimethylamino-4-phenylcyclohexyl)acetylamino]-3-(1H-indol-3-yl)propanoic acid methyl ester (271 mg, 0.587 mmol) was dissolved in ethyl methyl ketone, and chlorotrimethylsilane (0.111 ml, 0.88 mmol) was added. After 1 h ether (30 ml) was added to the mixture and the mixture was stirred for a further 10 min. The hydrochloride was filtered off and obtained as a colourless solid in a yield of 96% (278 mg) with an m.p. of 239-241° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017630B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-ca096800056a419e9498e922c8f5fbbd |
| Source note | uspto-grants-2011_09 |