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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931334Generated: October 31, 2026

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

https://huagongshe.com/reaction/931334

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 numberUS09296761B2
Source datasetuspto-grants-2016_03
ORD IDord-e371db94b6054dffbaef7eb17907daea
Source noteuspto-grants-2016_03