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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037381Generated: October 31, 2026

Trifluoroacetic acid → HCID 178452583, compound

https://huagongshe.com/reaction/1037381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant{1-[4-(7,8-diamino-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 67067961—
Solvent1,2-DichloroethaneHCID 11—
SolventCarbon TetrachlorideHCID 5943—
SolventCyclohexaneHCID 8078—
SolventEthyl AcetateHCID 8857—
ProductHCID 178452583HCID 17845258341.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of triphenylphosphine (126 mg, 0.48 mmol) in CCl4 (2 mL) at 0° C. was added triethylamine (67 μL, 0.48 mmol) and TFA (13 μL, 0.18 mmol). After 10 min, {1-[4-(7,8-diamino-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (80 mg, 0.16 mmol) was added and the temperature raised to 80° C. After 2 hours, 1,2-dichloroethane (1 mL) was added to aid solubility. The reaction mixture was stirred for a further 1 hour before cooling to RT. The solution was directly subjected to flash chromatography (SiO2, 40% ethyl acetate in cyclohexane) to give the title compound as an off-white solid (38 mg, 41%). LCMS (Method H): RT=4.20 min, [M+H]+=576.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-93c5cf2b60e9444da159b5333b5152de
Source noteuspto-grants-2013_10