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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272117Generated: October 25, 2026

Chlorosuccinimide → (4R,9aR)-7-Chloro-4,6-dimethyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1272117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant(R)-4,6-Dimethyl-3,4-dihydro-1H-2,4a,5-triaza-fluorene-2-carboxylic Acid Tert-butyl EsterHCID 69357516—
SolventTetrahydrofuranHCID 8028—
Product(4R,9aR)-7-Chloro-4,6-dimethyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl esterHCID 69357620—

Reaction Steps

To a solution of 0.20 g (0.66 mmol) (R)-4,6-dimethyl-3,4-dihydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 2 mL tetrahydrofuran was added 92.1 μg (0.69 mmol) N-chlorosuccinimide. The reaction was stirred at 50 deg C. for 18 h, then the solvent was evaporated and the residue was purified by column chromatography on silica gel (0.032–0.063 mm) with ethyl acetate:dichloromethane (1:19) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208494B2
Source datasetuspto-grants-2007_04
ORD IDord-3aa9b957890b4570a1b952d8a8cb99f4
Source noteuspto-grants-2007_04