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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920105Generated: October 28, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → tert-Butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1920105

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantIsoquinoline, 1-chloro-HCID 140539—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventWaterHCID 962—
Producttert-Butyl 4-(isoquinolin-1-yl)piperazine-1-carboxylateHCID 5445186466%

Reaction Conditions

Temperature107.5 °C

Reaction Steps

1-Chloro-isoquinoline (176 mg, 1.07 mmol), piperazine-1-carboxylic acid tert-butyl ester (420 mg, 2.26 mmol) and DBU (0.25 mL, 1.61 mmol) were added into DMP (2 mL). The mixture was heated to 105-110° C. for overnight. The residue was diluted with water and extracted with ether. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to dryness. The resulting residue was purified by column chromatography (5% to 10% ethyl acetate/hexane) to give 222 mg of the desired product 4-isoquinolin-1-yl-piperazine-1-carboxylic acid tert-butyl ester (yield: 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168788B2
Source datasetuspto-grants-2012_05
ORD IDord-2f15469c898a4de7a1daa5a47f412393
Source noteuspto-grants-2012_05