Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921875Generated: October 30, 2026

Trifluoroacetic acid → 2-((2-Chloro-5-cyano-3-(2-oxopiperazin-1-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

https://huagongshe.com/reaction/921875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(2-chloro-5-cyano-3-((7-cyano-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-3-oxopiperazine-1-carboxylateHCID 89923358—
SolventDichloromethaneHCID 6344—
Product2-((2-Chloro-5-cyano-3-(2-oxopiperazin-1-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrileHCID 8992269969.2%

Reaction Steps

TFA (2 mL) was added to a solution of tert-butyl 4-(2-chloro-5-cyano-3-((7-cyano-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)-3-oxopiperazine-1-carboxylate (85 mg, 0.127 mmol) in DCM (4 mL) and the reaction mixture was stirred at room temperature for 1 h. Solvent was evaporated and the crude was dried under vacuum for 10 min. The crude was dissolved in MeOH and neutralized with 7N ammonia in methanol. After stirring for 10 min it was concentrated and purification via flash chromatography (0-10% MeOH in DCM, 12 g) gave 2-((2-chloro-5-cyano-3-(2-oxopiperazin-1-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (50 mg) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-ac441fc9c6484885b870808ec8e6575d
Source noteuspto-grants-2016_03