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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868113Generated: October 28, 2026

1-Bromo-2,6-dichlorobenzene → HCID 57979791, compound

https://huagongshe.com/reaction/1868113

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2,6-dichlorobenzeneHCID 29568—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 57979791HCID 57979791—

Reaction Conditions

Temperature110 °C

Reaction Steps

2,6-dichlorobromobenzene (2.26 g, 10 mmole), N-Boc-piperazine (2.05 g, 11 mmole), Pd2(dba)3 (92 mg, 1 mol %), BINAP (187 mg, 3 mol %), and sodium tert-butoxide (1.15 g, 12 mmole) were charged in a microwave vessel. The vessel was capped, purged with nitrogen, and 20 mL toluene added. The reaction mixture was heated to 110° C. for 30 minutes in the microwave and then the mixture was filtered through celite, rinsing with EtOAc. The filtrate was evaporated and then filtered through a pad of silica gel, eluting with dichloromethane. Evaporation gave crude 4-(2,6-Dichloro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester as an orange oil that was taken on to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632838B2
Source datasetuspto-grants-2009_12
ORD IDord-97615c39980b40a4833b9bc33937be31
Source noteuspto-grants-2009_12