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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011389Generated: October 30, 2026

Hydrochloric Acid → HCID 76798884, compound

https://huagongshe.com/reaction/1011389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantOxindoleHCID 321710—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 58478754HCID 58478754—
SolventTetrahydrofuranHCID 8028—
ProductHCID 76798884HCID 7679888467.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution of 1,3-dihydro-indol-2-one (650 mg, 4.77 mmol.) in THF (10 mL) is cooled to 0° C. under an argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (9.6 mL of a 1 M solution in THF, 9.6 mmol) dropwise. The ice bath is removed and 6-chloro-1-ethyl-1H-furo[3,4-c]pyridin-3-one (630 mg, 3.18 mmol) is added directly as a solid. The resulting solution is stirred for 4.5 h. The reaction mixture is poured into aqueous 10% HCl solution (100 mL) and stirred at room temperature for 10 min and then heated at 90-100° C. for 2 h. The reaction mixture is cooled to room temperature for 36 h during which time a precipitate formed. The precipitate which formed is collected by filtration and dried to give the title compound as an orange solid (670 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977351B2
Source datasetuspto-grants-2011_07
ORD IDord-cd6f9e17fb674daf83098845323b0341
Source noteuspto-grants-2011_07