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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875247Generated: October 26, 2026

Phenol → 3-({6-bromo-2-fluoro-3-[(6-oxo-6,7-dihydro-1H-purin-1-yl)methyl]phenyl}oxy)-5-chlorobenzonitrile

https://huagongshe.com/reaction/1875247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
Reactant3-{[3-(Aminomethyl)-6-bromo-2-fluorophenyl]oxy}-5-chlorobenzonitrileHCID 67197166—
Reactantethyl 4-[(E)-dimethylaminomethylideneamino]-1H-imidazole-5-carboxylateHCID 87550540—
SolventDichloromethaneHCID 6344—
Product3-({6-bromo-2-fluoro-3-[(6-oxo-6,7-dihydro-1H-purin-1-yl)methyl]phenyl}oxy)-5-chlorobenzonitrileHCID 68739332—

Reaction Steps

The title compound was prepared in a manner similar to that described herein using 3-{[3-(aminomethyl)-6-bromo-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.15 g, 0.422 mmol), ethyl 4-{[(1E)-(dimethylamino)methylidene]amino}-1H-imidazole-5-carboxylate (0.098 g, 0.464 mmol) and phenol (0.052 g, 0.548 mmol) in DCM (2 mL) to give 0.070 (34%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.44 (s, 1H), 8.17 (s, 1H), 7.82 (s, 1H), 7.59 (d, 1H), 7.52 (s, 1H), 7.46 (s, 1H), 7.15 (t, 1H), 5.28 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-1c4dd8aeb9434e2bbc9bafed5a8c2e6c
Source noteuspto-grants-2012_11