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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624436Generated: October 31, 2026

Phosgene → Methyl 2-(1-(bis(4-methoxyphenyl)methyl)-2-oxo-2,3-dihydro-1h-benzo[d]imidazol-4-yloxy)-4-fluorobenzoate

https://huagongshe.com/reaction/624436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(2-amino-3-(bis(4-methoxyphenyl)methylamino)phenoxy)-4-fluorobenzoateHCID 67145036—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(1-(bis(4-methoxyphenyl)methyl)-2-oxo-2,3-dihydro-1h-benzo[d]imidazol-4-yloxy)-4-fluorobenzoateHCID 67227808—

Reaction Steps

A solution of EXAMPLE 368C (0.58 g) and N-ethyl-N-isopropylpropan-2-amine (0.804 ml) in dichloromethane (8 mL) was cooled with an ice bath. Then, a 20 wt % solution of phosgene in toluene (0.850 mil) was added dropwise. The mixture was stirred at room temperature overnight. The mixture was diluted with dichloromethane and washed with 5% aq. NaHCO3. The material was then absorbed on silica and purified on a silica gel column eluting with 50% ethyl acetate in hexane to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303025B2
Source datasetuspto-grants-2016_04
ORD IDord-63b373208a8f4801999bd0194eece7d8
Source noteuspto-grants-2016_04