Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254136Generated: October 30, 2026

Hydrochloric Acid → HCID 67315663, compound

https://huagongshe.com/reaction/1254136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantHCID 67315490HCID 67315490—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67315663HCID 6731566319%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 5-fluoro-1,3-dihydro-indol-2-one (99 mg, 0.66 mmol.) in THF (2 mL) is cooled to 0° C. under an Argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (1.3 mL of a 1 M solution in THF, 1.3 mmol) dropwise. The resulting solution is stirred at 0° C. for 10 min and warmed to room temperature. A solution of 1-ethyl-6-trifluoromethyl-1H-furo[3,4-c]pyridin-3-one, (100 mg, 0.44 mmol) in THF (2 mL) is added dropwise to the reaction mixture. The resulting solution is stirred for 4 h. The reaction mixture is poured into aqueous 10% HCl solution (50 mL). The resulting mixture is heated to 90° C. for 45 min and then stirred at room temperature for 36 h. The precipitate which formed is collected by filtration and dried. The solid obtained is purified by chromatography (silica gel, 40% EtOAc/hexane). The product containing fractions are concentrated to give the title compound as a yellow solid (30 mg, 19%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455535B2
Source datasetuspto-grants-2013_06
ORD IDord-f28c904bea5e4ddbb98a4f340d57b07e
Source noteuspto-grants-2013_06