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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037383Generated: November 3, 2026

Triethylamine → HCID 178452584, compound

https://huagongshe.com/reaction/1037383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDifluoroacetic acidHCID 9788—
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 178452584HCID 17845258472%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of triphenylphosphine (126 mg, 0.48 mmol) in CCl4 (1 mL) at 0° C. was added triethylamine (67 μL, 0.48 mmol) and difluoroacetic acid (11 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) in 1,2-dichloroethane (1 mL) was added, the temperature raised to 80° C. After 2.5 hours, the reaction mixture was allowed to cool to RT and the solution was directly subjected to flash chromatography (SiO2, 40% ethyl acetate in cyclohexane) to give the title compound as a pale yellow solid (64 mg, 72%). LCMS (Method G): RT=3.93 min, [M+H]+=558.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-e4bd31b635ac4d2889f5200787b21705
Source noteuspto-grants-2013_10