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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427344Generated: October 31, 2026

Trifluoroacetic acid → 4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-amine

https://huagongshe.com/reaction/1427344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl[4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-yl]carbamateHCID 117682912—
SolventDichloromethaneHCID 6344—
Product4-(2-fluorophenyl)-2-methyl-1H-imidazol-1-amineHCID 117678318—

Reaction Steps

Compound C2 (17.4 g, 59.7 mmol) in dichloromethane (120 mL) was treated with trifluoroacetic acid (23.0 mL, 299 mmol) and allowed to stir for 18 hours at room temperature. Excess 1 N aqueous sodium hydroxide solution was added, and the mixture was stirred vigorously for 15 minutes. The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the product as a brown solid. Yield: 9.95 g, 52.0 mmol, 87%. LCMS m/z 192.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933224B2
Source datasetuspto-grants-2015_01
ORD IDord-5c29c17b976346a0ac07e50a7ba43e13
Source noteuspto-grants-2015_01