Water → HCID 86627636, compound

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	5-Chloro-2-methoxyphenylboronic acid	HCID 2735751	—
Reactant	(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-[(3-bromo-6-chloropyridin-2-yl)methyl]-4-methyl-1,3-oxazolidin-2-one	HCID 57576268	—
Catalyst	HCID 178454861	HCID 178454861	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 86627636	HCID 86627636	—

Reaction Steps

1,1′-bis(di-t-butylphosphino)ferrocene palladium dichloride (0.263 g, 0.386 mmol) was added to a stirred, degassed mixture of INTERMEDIATE 9 (4.00 g, 7.73 mmol), 5-chloro-2-methoxy phenyl boronic acid (1.44 g, 7.73 mmol) and K2CO3 (4.27 g, 30.9 mmol) in THF (30 mL). The mixture was stirred at room temperature for 1 h. LCMS showed that no starting material was left. Water was added and the mixture was extracted with EtOAc (3×60 mL). The combined organic layers were washed with brine and dried (Na2SO4). The title compound was obtained as a colorless solid after flash chromatography using CH2Cl2/hexane (8:2) as the eluant.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07910592B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-58043ea6a8c44f7aa1b9a1fa17f99f96
Source note	uspto-grants-2011_03