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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237204Generated: October 31, 2026

1-(4-(6-(4-Methoxybenzylamino)pyrimidin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea → HCID 25197078, compound

https://huagongshe.com/reaction/2237204

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-(6-(4-Methoxybenzylamino)pyrimidin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)ureaHCID 11569893—
Reactant2-(4-Fluorophenyl)acetyl isocyanateHCID 23153088—
ReactantHCID 59853093HCID 59853093—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25197078HCID 2519707865%

Reaction Steps

A solution 4-(4-amino-2-fluorophenoxy)-N-(4-fluorophenyl)pyridin-2-amine (11 mg, 0.035 mmol) in THF (1 mL) was cooled in an ice bath and treated with a solution of 2-(4-fluorophenyl)acetyl isocyanate in toluene (Compound D of Example 11, 250 μL, 0.070 mmol) and stirred at RT for 2 h. The mixture was concentrated in vacuo and the residue triturated with isopropyl ether to give the title compound (11 mg, 65%) as a white solid. 1H NMR (DMSO-d6) δ 11.04 (s, 1H), 10.56 (s, 1H), 9.01 (s, 1H), 8.03 (d, 1H, J=5.6 Hz), 7.77 (dd, 1H, J=13.3, 2.0 Hz), 7.63-7.60 (m, 2H), 7.41-7.31 (m, 5H), 7.19-7.14 (m, 2H), 7.05 (dd, 1H, J=9.1, 8.5 Hz), 6.43 (dd, 1H, J=6.2, 2.1 Hz), 6.10 (d, 1H, J=2.1 Hz), 3.74 (s, 2H); MS(ESI+) m/z 493.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714138B2
Source datasetuspto-grants-2010_05
ORD IDord-5b44ccdb87ec4fceb6a28a25a12e3e55
Source noteuspto-grants-2010_05