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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177796Generated: October 31, 2026

Trifluoroacetic acid → 2-Amino-N-(1-benzylpiperidin-4-yl)-3-fluorobenzamide

https://huagongshe.com/reaction/1177796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 2-(1-benzylpiperidin-4-ylcarbamoyl)-6-fluorophenylcarbamateHCID 59639684—
SolventDichloromethaneHCID 6344—
Product2-Amino-N-(1-benzylpiperidin-4-yl)-3-fluorobenzamideHCID 21102119—

Reaction Steps

To a solution of tert-butyl 2-(1-benzylpiperidin-4-ylcarbamoyl)-6-fluorophenylcarbamate (67.0 g, 157 mmol) in dichloromethane (700 mL) at 0° C. was added trifluoroacetic acid (100 mL). The ice bath was removed and the reaction stirred at room temperature overnight. The reaction was concentrated and partitioned between ethyl acetate and saturated sodium bicarbonate. The aqueous was extracted with ethyl acetate (2×), which were washed with water (3×), then brine, dried over magnesium sulfate, and concentrated to give 47.6 g (93%) as a white solid which was used without purification. Mass spec.: 328.33 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842808B2
Source datasetuspto-grants-2010_11
ORD IDord-37eeb294f3864d56a59b2da9caacaa03
Source noteuspto-grants-2010_11