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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965538Generated: October 30, 2026

Triethylamine → 3-[[2-(1-tert-Butoxycarbonylpiperid-4-yl)ethyl]-amino]-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/965538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 4-(2-aminoethyl)piperidine-1-carboxylateHCID 1514258—
Reactant3-Bromo-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-oneHCID 21905923—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product3-[[2-(1-tert-Butoxycarbonylpiperid-4-yl)ethyl]-amino]-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-oneHCID 1907648878.3%

Reaction Steps

A solution of 1.05 g of 4-(2-aminoethyl)-1-(tert-butoxycarbonyl)piperidine and 0.46 g of triethylamine in 10 ml of chloroform is added at RT to a solution of 1.8 g of the compound obtained in step C in 50 ml of THF and the mixture is stirred for 2 hours at RT. It is concentrated under vacuum, the residue is taken up with a 5% solution of potassium carbonate and extracted with AcOEt, the organic phase is washed with water and with a saturated solution of NaCl, boiling THF is added to the organic phase, the latter is dried over sodium sulfate and the solvents are partially evaporated off. The crystalline product formed is filtered off to give 1.94 g of the expected product. M.p.=248°-249° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773612
Source datasetuspto-grants-1998_06
ORD IDord-4ebc9d8aa0b743bf950d6c5486fa2dff
Source noteuspto-grants-1998_06