Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700375Generated: October 31, 2026

Ethyl chloroformate → Ethyl 1-[1-(aminocarbonyl)cyclobutyl]-6-chloro-1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxylate

https://huagongshe.com/reaction/1700375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-(6-Chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylic AcidHCID 18317866—
Solvent4-MethylmorpholineHCID 7972—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 1-[1-(aminocarbonyl)cyclobutyl]-6-chloro-1,3,4,9-tetrahydro-2H-beta-carboline-2-carboxylateHCID 18317856—

Reaction Steps

0.3 ml of ethyl chloroformate, and then 0.2 ml of a 28% ammonium hydroxide solution, are added at −10° C. to a solution of 1 g of the compound of Example 32 in 50 ml of tetrahydrofuran and 0.5 ml of N-methylmorpholine. After reaction for 12 hours, the solvent is distilled off; the residue is then taken up in a water/dichloromethane mixture. The expected product is isolated by decanting, drying and concentrating under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350757B1
Source datasetuspto-grants-2002_02
ORD IDord-f6fe23909693411f933ee01e38a78290
Source noteuspto-grants-2002_02