1-(4-Methoxyphenyl)piperazine → HCID 54591512, compound

Participants

Role	Name	HCID	Charge
Reactant	1-(4-Methoxyphenyl)piperazine	HCID 269722	—
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 54591512	HCID 54591512	84%

Reaction Conditions

Temperature	100 °C

Reaction Steps

N-(adamantan-2-yl)-6-bromopicolinamide (55 mg, 0.194 mmol), 1-(4-methoxyphenyl)piperazine (41 mg, 0.213 mmol), Pd2(dba)3 (3.5 mg, 0.00388 mmol), xantphos (6.7 mg, 0.0116 mmol), and sodium-tert-butoxide (27.4 mg, 0.285 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 (30% EtOAc/Hexanes), to obtain 64 mg of pale yellow solid (84%). MS (ESI): 447 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096571B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-18fca24cde684475a8e24e339eae0bc3
Source note	uspto-grants-2015_08