HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 3-(S)-((3,5-bis(trifluoromethyl)phenyl)methylamino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3,5-Bis(trifluoromethyl)benzyl bromide | HCID 122573 | — |
| Reactant | Methyl 3-(S)-(amino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylate | HCID 22885811 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-(S)-((3,5-bis(trifluoromethyl)phenyl)methylamino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylate | HCID 86752554 | 71.7% |
Reaction Steps
A solution of 20 mg of amine from Example 63, 0.050 mL of DIPEA and 30 mg of 3,5-bis(trifluoromethyl)benzyl bromide in 1 mL of acetonitrile was stirred for 20 h in a sealed vial and evaporated. The residue was purified on a 1 mm preparative silica gel plate eluted with 20% ethyl acetate in hexanes to obtain 28 mg of title compound as an oil. Mass spec (NH3 /CI): 464 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05750549 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-c21f6231f207408e8c93a51e3af7f788 |
| Source note | uspto-grants-1998_05 |