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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554096Generated: October 31, 2026

Methanol → n-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamide

https://huagongshe.com/reaction/554096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Oxobutanoic acidHCID 1112—
ReactantCyclopropylamineHCID 69828—
Reactant[2-Chloro-3-(trifluoromethyl)phenyl]methyl isocyanideHCID 86617532—
Productn-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamideHCID 67458833—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of [2-chloro-3-(trifluoromethyl)phenyl]methyl isocyanide (0.088 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 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-1-cyclopropyl-5-oxoprolinamide (0.076 g) as a white solid. LC/MS [M+H]+=361/363, retention time=2.39 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048907B2
Source datasetuspto-grants-2011_11
ORD IDord-e72dca0cbb154d2c813bcb2a1d5370a6
Source noteuspto-grants-2011_11