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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278968Generated: October 30, 2026

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

https://huagongshe.com/reaction/278968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
Reactant2-Benzyloxy-5-bromo-6-nitro-benzo[de]isoquinoline-1,3-dioneHCID 22623982—
SolventDimethylformamideHCID 6228—
Product(S)-[1-(2-Benzyloxy-5-bromo-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)-pyrrolidin-3-yl]-carbamic acid, tert-butyl esterHCID 8675624580.8%

Reaction Steps

Following the procedure of Example W1, 2-benzyloxy-5-bromo-6-nitro-benzo[de]isoquinoline-1,3-dione (0.40 g, 0.94 mmol, from Example S1-A), (S)-pyrrolidin-3-yl-carbamic acid, tert-butyl ester (0.38 g, 2.1 mmol) and triethyl amine (0.18 g, 1.9 mmol) in DMF (5 mL) were reacted at 80° C. for 48 hours to give 0.43 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362181B1
Source datasetuspto-grants-2002_03
ORD IDord-6cc1ba8a4c5146aa8847e42861c18288
Source noteuspto-grants-2002_03