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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234548Generated: October 30, 2026

Propionyl chloride → Methyl 4-[[5-chloro-3-(2-chlorophenyl)-2,3-dihydro-2-oxo-3-propionamidoindol-1-yl]methyl]-3-methoxybenzoate

https://huagongshe.com/reaction/234548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionyl chlorideHCID 62324—
ReactantMethyl 4-[3-amino-5-chloro-3-(2-chlorophenyl)-2,3-dihydro-2-oxoindol-1-yl]methyl-3-methoxybenzoateHCID 19076628—
SolventPyridineHCID 1049—
ProductMethyl 4-[[5-chloro-3-(2-chlorophenyl)-2,3-dihydro-2-oxo-3-propionamidoindol-1-yl]methyl]-3-methoxybenzoateHCID 1907649087.8%

Reaction Steps

0.52 g of propionyl chloride is added at RT to a solution of 1.323 g of the compound obtained in EXAMPLE 89 in 5 ml of pyridine and the mixture is stirred for 24 hours. It is concentrated under vacuum, the residue is extracted with AcOEt, the organic phase is washed with water and with a saturated solution of NaCl and dried over sodium sulfate and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (90/10; v/v) as the eluent to give 1.3 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05594023
Source datasetuspto-grants-1997_01
ORD IDord-ab873a95566c43f5adb2e602140efd31
Source noteuspto-grants-1997_01