Morpholine → 4-[2-(4,4-Dimethylcyclohexyl)-4-morpholin-4-ylphenyl]piperazine-1-carboxylic acid t-butyl ester

Participants

Role	Name	HCID	Charge
Reactant	Morpholine	HCID 8083	—
Reactant	Tri-tert-butylphosphine tetrafluoroborate	HCID 2734635	—
Reactant	Sodium t-butoxide	HCID 23676156	—
Reactant	4-[4-Bromo-2-(4,4-dimethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester	HCID 59769418	—
Catalyst	palladium(II) acetate	HCID 167845	—
Solvent	O-Xylene	HCID 7237	—
Product	4-[2-(4,4-Dimethylcyclohexyl)-4-morpholin-4-ylphenyl]piperazine-1-carboxylic acid t-butyl ester	HCID 59769398	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

A mixture of 4-[4-bromo-2-(4,4-dimethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester (1 g, 2.22 mmol) prepared in Example (3e), morpholine (290 mg, 3.32 mmol), sodium t-butoxide (533 mg, 5.55 mmol), palladium(II) acetate (50 mg, 0.222 mmol), tri-t-butylphosphonium tetrafluoroborate (193 mg, 0.666 mmol) and xylene (10 mL) was stirred at an external temperature of 100° C. for 1 hour and 15 minutes under a nitrogen atmosphere.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07425554B2
Source dataset	uspto-grants-2008_09
ORD ID	ord-f8115643e41243a5b6904d2d00786913
Source note	uspto-grants-2008_09