Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907752Generated: October 30, 2026

1-Piperonylpiperazine → HCID 59737378, compound

https://huagongshe.com/reaction/1907752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PiperonylpiperazineHCID 94426—
ReactantTriphosgeneHCID 94429—
Reactanttert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamateHCID 57717474—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductHCID 59737378HCID 5973737816.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of triphosgene (544 mg, 1.83 mmol, 1.05 eq.) in DCM (5 mL) stirred at 0° C. under nitrogen was treated with a solution of 1-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine (314, 1.16 g, 5.24 mmol) in anhydrous pyridine (7 mL), added dropwise over 5 min. The resulting mixture was stirred at 0° C. for 3 h and then at room temperature for 30 min, transferred with a syringe into a flask containing solid amine 4 (832 mg, 2.87 mmol), stirred at room temperature for 21 h, diluted with DCM, washed (saturated NaHCO3 then water), dried over MgSO4, filtered and concentrated. Purification by flash column chromatography (elution with 5% isopropyl alcohol in DCM) gave title compound 315 (165 mg, 11% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-573f01ff574c4f1f93e3af7474ce7d8f
Source noteuspto-grants-2013_12