Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29535Generated: October 27, 2026

tert-Butyl piperazine-1-carboxylate → N-[4-Chloro-2(pyridine-4-carbonyl)-phenyl]-4-piperazin-1-yl-benzenesulfonamide

https://huagongshe.com/reaction/29535

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-Bromo-N-[4-chloro-2-(pyridine-4-carbonyl)-phenyl]-benzenesulfonamideHCID 10072530—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
CatalystPalladiumHCID 23938—
Solvent1,4-DioxaneHCID 31275—
ProductN-[4-Chloro-2(pyridine-4-carbonyl)-phenyl]-4-piperazin-1-yl-benzenesulfonamideHCID 59788714—

Reaction Steps

The title compound was prepared according to the general procedure for the synthesis of heterocyclyl and heteroaryl substituted phenylsulfonyl derivatives previously described, using 4-Bromo-N-[4-chloro-2-(pyridine4-carbonyl)-phenyl]-benzenesulfonamide 0.1 g (0.22 mmol), potassium phosphate tribasic monohydrate 0.30 g (1.2 mmol), rac-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl 0.02 g (0.032 mmol), piperazine-1-carboxylic acid tert-butyl ester 0.18 g (1 mmol) and Pd (II) trifluoroacetate 10 mg (0.01 mmol) in 6 ml dioxane. The compound was then deprotected to yield free amine using dichloromethane (2 mL) with trifluoroacetic acid (3 mL) for 1 hour at room temperature. The crude material was concentrated under vacuo, purified by HPLC, to give yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420055B2
Source datasetuspto-grants-2008_09
ORD IDord-85a9a33361f54f95abd131eceeb5560d
Source noteuspto-grants-2008_09