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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922186Generated: November 3, 2026

Trifluoroacetic acid → HCID 59536633, compound

https://huagongshe.com/reaction/1922186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
ReactantHCID 59536659HCID 59536659—
SolventDichloromethaneHCID 6344—
ProductHCID 59536633HCID 5953663396%

Reaction Steps

Mix (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (S-1) (0.50 g, 1.31 mmol), methoxybenzene (6.6 mL) and dichloromethane (6.6 mL) in a reaction vial. Evacuate the vial and purge with nitrogen. Add trifluoroacetic acid (1.51 g, 1.0 mL, 13.2 mmol) and stir the mixture at room temperature for 1 h. Load the mixture directly onto a pre-packed SCX column and rinse with CH2Cl2 followed by CH3OH. Elute with 2M NH3 in methanol and concentrate under reduced pressure to give 0.353 g (96%) of (3S)-3-[1-(6-chloro-2-methyl-3-pyridyloxy)-2-cyclopropyl-ethyl]-pyrrolidine (S-1). MS (m/z)=281.2 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173821B2
Source datasetuspto-grants-2012_05
ORD IDord-ea5e1518bf6640e484af41688d9bb2f5
Source noteuspto-grants-2012_05