Sodium Carbonate → N-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(2-(trifluoromethyl)phenyl)-1-trityl-1H-imidazol-2-yl)methyl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzenamine

Participants

Role	Name	HCID	Charge
Reactant	Sodium Carbonate	HCID 10340	—
Reactant	2-(Trifluoromethyl)benzeneboronic acid	HCID 2734387	—
Reactant	N-((4-bromo-1-trityl-1H-imidazol-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methyl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzenamine	HCID 68813809	—
Catalyst	HCID 178418397	HCID 178418397	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	N-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(2-(trifluoromethyl)phenyl)-1-trityl-1H-imidazol-2-yl)methyl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzenamine	HCID 68813045	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

To a degassed mixture of Intermediate 66.3 (48 mg, 0.062 mmol), 2-trifluoromethylphenylboronic acid (18 mg, 0.093 mmol) and Na2CO3 (28 mg, 0.24 mmol) was added Pd(PPh3)4 (36 mg, 0.031 mmol). The mixture was stirred at 150° C. for 5 min in a microwave oven, then was diluted with EtOAc, washed with water and brine, dried (Na2SO4) and concentrated to afford Intermediate 77.1.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07576098B2
Source dataset	uspto-grants-2009_08
ORD ID	ord-d71173ac78f5420b8046ae9b1e23ba24
Source note	uspto-grants-2009_08