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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1289962Generated: October 31, 2026

Diisopropylethylamine → Methyl 3-(S)-((3,5-bis(trifluoromethyl)phenyl)methylamino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylate

https://huagongshe.com/reaction/1289962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Bis(trifluoromethyl)benzyl bromideHCID 122573—
ReactantMethyl 3-(S)-(amino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylateHCID 22885811—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-(S)-((3,5-bis(trifluoromethyl)phenyl)methylamino)-2-(S)-(4-fluorophenyl)cyclopentane-1-(S)-carboxylateHCID 8675255471.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750549
Source datasetuspto-grants-1998_05
ORD IDord-c21f6231f207408e8c93a51e3af7f788
Source noteuspto-grants-1998_05