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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554099Generated: October 30, 2026

Methanol → n-[(2-Chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide

https://huagongshe.com/reaction/554099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Oxobutanoic acidHCID 1112—
ReactantCyclopropylamineHCID 69828—
ReactantHCID 55265420HCID 55265420—
Productn-[(2-Chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamideHCID 67461861—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of [2-chloro-4-fluoro-phenyl]methyl isocyanide (0.068 g, 0.4 mmol) and succinic semialdehyde (15% in water, 0.26 ml, 0.4 mmol) in methanol (1.75 ml) was added cyclopropylamine (0.042 ml, 0.6 mmol). The mixture was heated to 100° C. for 30 minutes in a microwave reactor. The solvent was removed in vacuo and the residue was purified by mass-directed automated HPLC to give a colourless gum which was triturated with diethyl ether to give N-[(2-chloro-4-fluorophenyl)methyl]-1-cyclopropyl-5-oxoprolinamide as a pale cream solid (0.058 g). LC/MS [M+H]+=310, retention time=2.16 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048907B2
Source datasetuspto-grants-2011_11
ORD IDord-923525c43fe74607a548aa5c7651e57e
Source noteuspto-grants-2011_11