Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566982Generated: October 30, 2026

Triethylamine → (S)-[1-(2-Benzyloxy-5-cyano-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-pyrrolidin-3-yl]-carbamic acid, tert-butyl ester

https://huagongshe.com/reaction/566982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
Reactant2-Benzyloxy-6-chloro-5-cyano-benzo[de]isoquinoline-1,3-dioneHCID 22624009—
SolventChloroform methanolHCID 21584188—
Product(S)-[1-(2-Benzyloxy-5-cyano-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-pyrrolidin-3-yl]-carbamic acid, tert-butyl esterHCID 8675624663.9%

Reaction Steps

Following the procedure of Example B2, 2-benzyloxy-6-chloro-5-cyano-benzo[de]isoquinoline-1,3-dione (0.20 g, 0.55 mmol, from Example A2), (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (0.11 g, 0.60 mmol), triethyl amine (0.11 g, 1.1 mmol) were reacted at ambient temperature for 5 hours. Column chromatography of the crude product on silica using chloroform/methanol (20:1) gave 0.18 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06177423B1
Source datasetuspto-grants-2001_01
ORD IDord-6424a0d81c7c4706aeab95b4deb87468
Source noteuspto-grants-2001_01