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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011407Generated: October 31, 2026

Hydrochloric Acid → HCID 67315275, compound

https://huagongshe.com/reaction/1011407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantHCID 58478773HCID 58478773—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67315275HCID 6731527516.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 5-fluoro-1,3-dihydro-indol-2-one (966 mg, 6.4 mmol.) in THF (6 mL) is cooled to 0° C. under an Argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (12.8 mL of a 1 M solution in THF, 12.8 mmol) dropwise. The resulting solution is stirred at 0° C. for 10 min and warmed to room temperature. A solution of 5-ethyl-5H-furo[3,4-b]pyridin-7-one, (697 mg, 4.27 mmol) in THF (7 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 (160 mL). The resulting mixture is heated to 90° C. for 45 min and stirred at room temperature for 36 h. The precipitate which formed is collected by filtration washed with small volumes of ethyl acetate (10×3 mL) and dried to give the title compound as a yellow solid (205 mg, 16%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977351B2
Source datasetuspto-grants-2011_07
ORD IDord-29dd0aaf17dd4725b77567ca1df4f9e0
Source noteuspto-grants-2011_07