1-(4-Methoxyphenyl)piperazine → HCID 54591433, compound

Participants

Role	Name	HCID	Charge
Reactant	1-(4-Methoxyphenyl)piperazine	HCID 269722	—
Reactant	Sodium t-butoxide	HCID 23676156	—
Reactant	HCID 86692069	HCID 86692069	—
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 54591433	HCID 54591433	85.2%

Reaction Conditions

Temperature	100 °C

Reaction Steps

(6-bromopyridin-2-yl)(3,3-dimethylpiperidin-1-yl)methanone (40 mg, 0.135 mmol), 1-(4-methoxyphenyl)piperazine (29 mg, 0.149 mmol), Pd2(dba)3 (2.5 mg, 0.00273 mmol), xantphos (4.7 mg, 0.00812 mmol), and sodium-tert-butoxide (19.0 mg, 0.198 mmol) were suspended in toluene (2 ml), and then stirred at 100° C. under nitrogen stream for 2 hours. The resulting reaction liquid was concentrated under reduced pressure, and then the residue thus obtained was subjected to MPLC (50% EtOAc/Hexanes), to obtain 47 mg of pale yellow solid (85%). MS (ESI): 409 [M+H]+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096571B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-16f93a6a555c41dd84d03720984ddab6
Source note	uspto-grants-2015_08