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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069151Generated: October 29, 2026

Trifluoroacetic acid → 4-(4-Aminonaphthalen-1-yloxy)pyrimidin-2-amine

https://huagongshe.com/reaction/2069151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 4-(4-(tert-butoxycarbonylamino)naphthalen-1-yloxy)pyrimidin-2-ylcarbamateHCID 68322851—
SolventDichloromethaneHCID 6344—
Product4-(4-Aminonaphthalen-1-yloxy)pyrimidin-2-amineHCID 2076884897.8%

Reaction Steps

To a solution of tert-butyl 4-(4-(tert-butoxycarbonylamino)naphthalen-1-yloxy)pyrimidin-2-ylcarbamate (1.35 g, 2.98 mmol) in DCM (15 mL) was added TFA (5.0 mL) and the reaction mixture was set aside at RT for 3 hr. The mixture was evaporated in vacuo and the residue was taken up into EtOAc (25 mL) and washed with saturated NaHCO3 solution (25 mL) and brine (25 mL) and then dried (MgSO4) Evaporation in vacuo afforded the title compound as a beige solid (735 mg, 96%); Rt 0.98 min (Method 2); m/z 253 (M+H)+, (ES+)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299074B2
Source datasetuspto-grants-2012_10
ORD IDord-921f54273e8f4f77b79b15f38f744f2a
Source noteuspto-grants-2012_10