HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorotrimethylsilane → {4-[3-(1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | {4-[3-(1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine | HCID 57438232 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | {4-[3-(1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride | HCID 67532584 | — |
Reaction Steps
To prepare the polar dihydrochloride the polar diastereoisomer of {4-[3-(1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine (50 mg, 0.12 mmole) was dissolved in ethyl methyl ketone (3 ml) and chlorotrimethylsilane (40 μl, 0.03 mmole) was added. The solid thereby formed was filtered off and dried. The polar {4-[3-(1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride was thereby obtained as a colourless solid with an m.p. of 186-188° C. in a yield of 59 mg (100%) (Example 10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759385B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-df54143e41ac46da9deddd5774cf6d2b |
| Source note | uspto-grants-2010_07 |