HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylcarbamoyl Chloride → 1-(SR)-(3,5-Bis(trifluoromethyl)phenyl)methoxy-2-(SR)-phenyl-3-(RS)-(N-(dimethylaminocarbonyl)-N-methylamino)cyclopentane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 75024269 | HCID 75024269 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(SR)-(3,5-Bis(trifluoromethyl)phenyl)methoxy-2-(SR)-phenyl-3-(RS)-(N-(dimethylaminocarbonyl)-N-methylamino)cyclopentane | HCID 75024300 | 85.4% |
Reaction Steps
To a solution of 25 mg of amine prepared in Example 11 and 0.05 mL of DIPEA in 0.5 mL of methylene chloride was added 15 mg of dimethylcarbamoyl chloride. After 2 h at 50° C. in a sealed vial, the volatiles were evaporated under a stream of nitrogen and the residue was purified on a 1 mm preparative silica gel plate eluted with ethyl acetate to afford 25 mg of title compound. Mass spec (NH3 /CI): 489 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05750549 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-0a8357a70b3145c8ace0b499c5f5ae36 |
| Source note | uspto-grants-1998_05 |