Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874835Generated: November 1, 2026

Trifluoroacetic acid → 6-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate

https://huagongshe.com/reaction/1874835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-dimethylethyl (2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-6-yl)carbamateHCID 59451523—
SolventDichloromethaneHCID 6344—
Product6-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetateHCID 8664488978.3%

Reaction Steps

Trifluoroacetic acid (0.5 mL, 6.49 mmol) was added to a solution of 1,1-dimethylethyl (2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-6-yl)carbamate (0.046 g, 0.081 mmol) in dichloromethane (2 mL). The mixture was stirred at RT overnight. The solvent was evaporated and the residue was purified by column chromatography (dichloromethane/methanol) to give the title compound (0.037 g, 74%) as a grey solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.73 (s, 1H), 9.35 (br. s., 2H), 9.04 (s, 1H), 7.80 (s, 1H), 7.63 (d, 1H), 7.44-7.54 (m, 3H), 7.38 (t, 1H), 7.27 (s, 1H), 7.17 (s, 1H), 6.88 (d, 1H), 4.55 (d, 2H). MS: m/z 548 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-dd40126d35644513ba028dae8ca88194
Source noteuspto-grants-2012_11