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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739585Generated: November 2, 2026

4-Fluorophenyl isocyanate → HCID 57298450, compound

https://huagongshe.com/reaction/1739585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorophenyl isocyanateHCID 70955—
Reactant3-(2-Methoxy-4-methoxycarboxybenzyl)-5-nitroindoleHCID 11473263—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 57298450HCID 5729845088%

Reaction Steps

To a stirred solution of 4-[5-nitro-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (1.30 grams, 3.82 mmol) and 4-dimethylaminopyridine (0.58 mL, 4.77 mmol) in methylene chloride (60 mL) was added 4-fluorophenylisocyanate (0.70 mL, 5.73 mmol). The resulting solution was stirred for 18 hours, at room temperature, and then diluted with methylene chloride. The solution was washed with 1 M hydrochloric acid, water and brine, then dried over magnesium sulfate. Concentration in vacuo followed by trituration in diethylether gave 4-[1-(4-fluoro-phenylcarbamoyl)-5-nitro-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (1.60 grams, 88% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05965745
Source datasetuspto-grants-1999_10
ORD IDord-7e76783e15fe4de1be0bc4dcdd8cb0fa
Source noteuspto-grants-1999_10