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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814030Generated: November 1, 2026

Hydrochloric Acid → 3-(2,6-Difluoro-4-nitro-phenyl)-3-aza-bicyclo[3.1.0]hexane

https://huagongshe.com/reaction/1814030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,2,3-Trifluoro-5-nitrobenzeneHCID 2782793—
Reactant3-Azabicyclo(3.1.0)hexaneHCID 13150523—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(2,6-Difluoro-4-nitro-phenyl)-3-aza-bicyclo[3.1.0]hexaneHCID 11424971—

Reaction Conditions

Temperature45 °C

Reaction Steps

Diisopropylethylamine (0.39 mL, 2.25 mmol) and 3,4,5-trifluoronitrobenzene (0.143 g, 0.81 mmol) were added to a solution 3-aza-bicyclo[3.1.0]hexane (prepared by the general procedure of Brighty, K. E., Castaldi, M. J. Synlett, 1996, 1097-1099; 0.106 g of the HCl salt, 0.9 mmol) in DMF (2 mL). The mixture was heated for three days at 45° C. and then cooled to room temperature. The solution was diluted with ethyl acetate and washed with 0.5 M HCl, saturated NaHCO3, brine, and dried (MgSO4). The mixture was filtered and concentrated to give 3-(2,6-difluoro-4-nitro-phenyl)-3-aza-bicyclo[3.1.0]hexane as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875784B2
Source datasetuspto-grants-2005_04
ORD IDord-aa6f88d54f8840a3afe87aa7abdb3a81
Source noteuspto-grants-2005_04