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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889660Generated: October 31, 2026

Trifluoroacetic acid → 3-(Aminomethyl)-N-(3,5-dichlorobenzyl)-N-(4-fluorobenzyl)benzamide

https://huagongshe.com/reaction/1889660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 66616567HCID 66616567—
SolventDichloromethaneHCID 6344—
Product3-(Aminomethyl)-N-(3,5-dichlorobenzyl)-N-(4-fluorobenzyl)benzamideHCID 5853146895%

Reaction Steps

To a solution of tert-butyl 3-((3,5-dichlorobenzyl)(4-fluorobenzyl)carbamoyl)benzylcarbamate (0.8 g, 1.55 mmol) in CH2Cl2 (8 mL) was added TFA (1.19 mL, 15.5 mmol). The reaction mixture was stirred at rt. for 4 h, concentrated and the residue was diluted with ethyl acetate and saturated aq NaHCO3 solution. The organic layer was separated, washed with brine, dried over MgSO4, and concentrated to give the product as a white solid (0.61 g, 95%). 1H NMR (DMSO-(d6): δ 7.52-7.06 (m, 11H), 4.65-4.40 (m, 4H), 3.72 (s, 2H); MS (ESI): [M+H]+=416.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501992B2
Source datasetuspto-grants-2013_08
ORD IDord-f394c57ac30849a6a3f0836c0f4b0f2e
Source noteuspto-grants-2013_08