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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1289956Generated: October 31, 2026

Water → HCID 44415947, compound

https://huagongshe.com/reaction/1289956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-(Chloromethyl)pyridine hydrochlorideHCID 23394—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 22885690HCID 22885690—
SolventAcetonitrileHCID 6342—
ProductHCID 44415947HCID 44415947—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 75 mg of non-racemic 1-(S)-(1-(R)-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-2-(S)-(4-fluorophenyl)-3-(R)-aminocyclopentane from Example 39 in 2 mL of acetonitrile was added 34 mg of 3-picolyl chloride hydrochloride and 0.090 mL of DIPEA. The reaction was heated at 50° C. for 3 days and then poured into water and extract twice with ethyl acetate. The organic layers were washed with a portion of brine, combined, dried over sodium sulfate and evaporated. The residue was purified on a 3×1 mm preparative silica gel plates eluted with 5% methanol in methylene chloride to give 40 mg of title compound as an oil. Mass spec (NH3 /CI): 527 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750549
Source datasetuspto-grants-1998_05
ORD IDord-36c9949d4bc14c148733f57e865f8271
Source noteuspto-grants-1998_05