Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241340Generated: October 31, 2026

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

https://huagongshe.com/reaction/241340

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 numberUS08648197B2
Source datasetuspto-grants-2014_02
ORD IDord-8e78db9b8faa4d89a00c86d51a570f21
Source noteuspto-grants-2014_02