2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 58168249, compound

Participants

Role	Name	HCID	Charge
Reactant	2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl	HCID 11155794	—
Reactant	5-Chloro-1,3-benzodioxol-4-amine	HCID 11367253	—
Reactant	Sodium t-butoxide	HCID 23676156	—
Reactant	HCID 58168153	HCID 58168153	—
Catalyst	palladium(II) acetate	HCID 167845	—
Solvent	1,4-Dioxane	HCID 31275	—
Solvent	Water ethylacetate	HCID 22728543	—
Product	HCID 58168249	HCID 58168249	3%

Reaction Conditions

Temperature	100 °C

Reaction Steps

Compound 211 (50 mg, 0.17 mmol), 5-chloro-benzo[1,3]dioxol-4-ylamine (38 mg, 0.22 mmol), Pd(OAc)2 (2 mg, 0.01 mmol), X-Phos (8 mg, 0.02 mmol), and NaOtBu (50 mg, 0.52 mmol) were suspended in dioxane (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with EtOAc/H2O, and filtered. The resulting precipitate was washed with EtOAc/H2O, and then suspended in methanolic HCl. The crude product was purified via prep-LC-MS to provide 212 (2 mg, 3% yield) as a white solid. LC-MS (M+H=426, obsd.=426).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08735584B2
Source dataset	uspto-grants-2014_05
ORD ID	ord-a27ffa9f29664e658b7ff1d995d0a00c
Source note	uspto-grants-2014_05