Ammonium formate → 4-(2-Amino-6-chloro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Participants

Role	Name	HCID	Charge
Reactant	Ammonium formate	HCID 2723923	—
Reactant	Propan-2-one--dichloromethane (1/1)	HCID 21584124	—
Reactant	1-Boc-4-(2-chloro-6-nitrophenyl)piperazine	HCID 58767704	—
Catalyst	Palladium	HCID 23938	—
Solvent	Methanol	HCID 887	—
Product	4-(2-Amino-6-chloro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester	HCID 68467096	—

Reaction Conditions

Temperature	65 °C

Reaction Steps

A solution of 342 mg (1 mmol) of 4-(2-chloro-6-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester in 5.0 mL of MeOH was treated with 630 mg (10 mmol, 10 eq) of ammonium formate and a catalytic amount of 10% Pd—C (34 mg). The reaction mixture was stirred at 65° C. for 30 min. The reaction mixture was then filtered through a pad of celite and concentrated to obtain a yellow solid. TLC (silica, 5% acetone/CH2Cl2): Rf=0.40. MS (electrospray): exact mass calculated for C15H22ClN3O2, 311.14; m/z found, 312.1 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07452890B2
Source dataset	uspto-grants-2008_11
ORD ID	ord-e9d7364bc9364e38a79c6d98eb649632
Source note	uspto-grants-2008_11