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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114902Generated: October 30, 2026

Hydrochloric Acid → 1-Cyclopropylmethyl-7-fluoro-5-nitro-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/2114902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclopropanemethanamineHCID 75646—
Reactant(2,3-Difluoro-5-nitrophenyl)acetic acidHCID 11951676—
SolventDimethyl SulfoxideHCID 679—
Product1-Cyclopropylmethyl-7-fluoro-5-nitro-1,3-dihydro-indol-2-oneHCID 69274165—

Reaction Conditions

Temperature45 °C

Reaction Steps

Crude (2,3-difluoro-5-nitrophenyl) acetic acid (2.50 g, 11.5 mmol) and (aminomethyl)cyclopropane (6 eq., 5.98 ml, 0.0691 mol) are mixed in DMSO (10 ml) and stirred at 45° C. for 20 hours. 2N Hydrochloric acid (40 ml) is added in one portion and the mixture stirred at room temperature for 2 hours. The resulting light yellow precipitate is filtered, washed with water and ether, and dried under vacuum to give the title compound as a yellow solid. HPLC r.t. 4.91 min; MS for C12H11FN2O3 m/z 251.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435751B2
Source datasetuspto-grants-2008_10
ORD IDord-8512173cf00042b1a1a8e7b8bb74eaef
Source noteuspto-grants-2008_10