tert-Butyl piperazine-1-carboxylate → HCID 67466816, compound

Participants

Role	Name	HCID	Charge
Reactant	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
Reactant	Sodium t-butoxide	HCID 23676156	—
Reactant	HCID 86692070	HCID 86692070	—
Catalyst	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Toluene	HCID 1140	—
Product	HCID 67466816	HCID 67466816	83%

Reaction Conditions

Temperature	100 °C

Reaction Steps

N-(adamantan-2-yl)-6-bromopicolinamide (80 mg, 0.239 mmol), tert-butyl piperazine-1-carboxylate (49 mg, 0.263 mmol), Pd2(dba)3 (4.4 mg, 0.005 mmol), xantphos (8.3 mg, 0.014 mmol), and sodium-tert-butoxide (34 mg, 0.359 mmol) were suspended in toluene (3 ml), and then stirred at 100° C. under nitrogen stream for 3 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (40% EtOAc/Hexanes), to obtain 86.8 mg of pale yellow oil (83%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096571B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-21eca75012944cd2bf181f503f7c748a
Source note	uspto-grants-2015_08