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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651007Generated: October 28, 2026

Hydrochloric Acid → Ethyl 2-benzoyl-6chloro-3-[(methoxycarbonyl)amino]-1H-indole-1-caboxylate

https://huagongshe.com/reaction/651007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantMethyl chloroformateHCID 6586—
Reactant3-Amino-2-benzoyl-4-chloro-1-(ethoxycarbonyl)indoleHCID 18367913—
SolventDichloromethaneHCID 6344—
ProductEthyl 2-benzoyl-6chloro-3-[(methoxycarbonyl)amino]-1H-indole-1-caboxylateHCID 69998691—

Reaction Steps

To a solution of ethyl 3-amino-2-benzoyl-6-chloro-1H-indole-1-caboxylate (step 2, 1.5 g, 4.4 mmol) and pyridine (0.50 ml, 6.6 mmol) in dichloromethane (20 ml) was added methyl chloroformate (0.40 ml, 5.3 mmol) at room temperature. After stirring for 3 h, the mixture was poured into 2N aqueous HCl (20 ml) and extracted with dichloromethane (30 ml×2). The combined organic layers were dried (MgSO4) and concentrated to give 1.7 g (quant.) of the title compound as yellow amorphous solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06277878B1
Source datasetuspto-grants-2001_08
ORD IDord-e3ffb8b046704cd18cae7894ae1e9c42
Source noteuspto-grants-2001_08