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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462756Generated: October 30, 2026

Water → [2-(2-Fluorobenzoyl)-1H-pyrrol-1-yl]-methyl-carbamic acid, ethyl ester

https://huagongshe.com/reaction/462756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant[2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl esterHCID 13457759—
SolventDimethylformamideHCID 6228—
Product[2-(2-Fluorobenzoyl)-1H-pyrrol-1-yl]-methyl-carbamic acid, ethyl esterHCID 1345776099.5%

Reaction Steps

Sodium carbonate (22.4 g, 0.21 mol), methyl iodide (30 g, 0.21 mol), and [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]-carbamic acid, ethyl ester (25.4 g, 0.09 mol) were combined in 100 ml of dry DMF with stirring at ambient temperature. After 72 hours, the mixture was poured into 800 ml of H2O and extracted with three 250 ml portions of DCM. The combined extracts were washed with H2O and brine, dried (MgSO4), filtered and evaporated to an oil. This oil was purified by HPLC (silica, DCM) to give 26 g (97%) of crystals, m.p. 64°-66°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04517195
Source datasetuspto-grants-1985_05
ORD IDord-49119ba095644b3e8fa71673bd1b3495
Source noteuspto-grants-1985_05