4-Nitrobenzyl bromide → 1-Boc-4-(4-Nitrobenzyl)piperazine

Participants

Role	Name	HCID	Charge
Reactant	4-Nitrobenzyl bromide	HCID 66011	—
Reactant	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
Reactant	tert-Butyl 4-((4-aminophenyl)methyl)piperazine-1-carboxylate	HCID 12045001	—
Product	1-Boc-4-(4-Nitrobenzyl)piperazine	HCID 23506946	—

Reaction Steps

tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (G49) can be prepared by the nucleophilic displacement of commercially available 1-(bromomethyl)-4-nitrobenzene (G47) with tert-butyl piperazine-1-carboxylate (G7) to give tert-butyl 4-(4-nitrobenzyl)piperazine-1-carboxylate (G48). Subsequent reduction with hydrogen in the presence of a catalyst, for example 10% palladium on charcoal, gives tert-butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (G49).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09238644B2
Source dataset	uspto-grants-2016_01
ORD ID	ord-ef469a1fb88a4e2eb7893615c39c8d12
Source note	uspto-grants-2016_01