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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626456Generated: October 30, 2026

Trifluoroacetic acid → rac-1-(3-{[Cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylic acid trifluoroacetate

https://huagongshe.com/reaction/626456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantrac-tert-Butyl 1-(3-{[cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylateHCID 118106687—
SolventDichloromethaneHCID 6344—
Productrac-1-(3-{[Cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylic acid trifluoroacetateHCID 118106516—

Reaction Steps

20.1 mg (0.04 mmol) of rac-tert-butyl 1-(3-{[cyclopentyl(4-methoxypiperidin-1-yl)acetyl]amino}-4-fluorobenzyl)cyclopropanecarboxylate (Example 95A) were dissolved in 2.4 ml of 20% strength trifluoroacetic acid in dichloromethane and stirred at RT for 5 h. The mixture was then concentrated on a rotary evaporator and the residue was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA, 10:90→95:5; run time 38 min). This gave 6.8 mg (30% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309198B2
Source datasetuspto-grants-2016_04
ORD IDord-bd7cdcab3f1541c0b7d26d690946696f
Source noteuspto-grants-2016_04