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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069030Generated: October 31, 2026

Trifluoroacetic acid → 1-(4-(2-(2-aminopyridin-4-yl)ethoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea

https://huagongshe.com/reaction/2069030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl-4-(2-(4-(3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureido) naphthalen-1-yloxy)ethyl)pyridin-2-ylcarbamateHCID 58416761—
SolventDichloromethaneHCID 6344—
Product1-(4-(2-(2-aminopyridin-4-yl)ethoxy)naphthalen-1-yl)-3-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)ureaHCID 58416745102%

Reaction Steps

To a suspension of the carbamate (23) (1.35 g, 2.20 mmol) in DCM (10 mL) was added TFA (10 mL). After stirring at RT for 2 hr, the volatiles were evaporated and the residue was taken up in EtOAc (50 mL) and extracted with saturated aq NaHCO3 solution (50 mL). The organic layer was separated and was washed with brine (50 mL), and then dried and evaporated to give the title compound (Intermediate D) as a pale pink solid (1.20 g, 100%): m/z 535 (M+H)+ (ES+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299073B2
Source datasetuspto-grants-2012_10
ORD IDord-fcda9685b2cf40dc9daa4db68e9fb910
Source noteuspto-grants-2012_10