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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245249Generated: October 29, 2026

Benzylamine → Ethyl (1R,2R,3S,6S)-6-[(benzylamino)methyl]-3-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-(4-fluorophenyl)cyclohexanecarboxylate

https://huagongshe.com/reaction/2245249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantEthyl(1S,2R,3S,6S)-3-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-(4-fluorophenyl)-6-formylcyclohexanecarboxylateHCID 86628113—
SolventDichloromethaneHCID 6344—
ProductEthyl (1R,2R,3S,6S)-6-[(benzylamino)methyl]-3-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-(4-fluorophenyl)cyclohexanecarboxylateHCID 8662811497%

Reaction Steps

A solution of aldehyde obtained from Step C (0.45 g, 0.84 mmol), benzyl amine (0.093 mL, 0.85 mmol), sodium triacetoxy borohydride (0.55 g, 2.6 mmol) in 30 mL dichloromethane was stirred at room temperature for 12 hr. The reaction mixture was washed with 2 N aq. NaOH, brine, dried over MgSO4, filtered and the solvent was removed under vacuum to give the title compound (0.51 g) which was used without further purification. MS: (MH)+ 626.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683068B2
Source datasetuspto-grants-2010_03
ORD IDord-d2ebb5741dc04750a3703540432101cc
Source noteuspto-grants-2010_03