1H-Pyrazole-4-boronic acid → N-((4-(1H-pyrazol-4-yl)-1-trityl-1H-imidazol-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methyl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzenamine

Participants

Role	Name	HCID	Charge
Reactant	1H-Pyrazole-4-boronic acid	HCID 17750278	—
Reactant	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	—
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	—
Product	N-((4-(1H-pyrazol-4-yl)-1-trityl-1H-imidazol-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methyl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)benzenamine	HCID 68815685	20%

Reaction Steps

According to the procedure for the preparation of Intermediate 77.1, Intermediate 66.3 was coupled with 1H-pyrazol-4-ylboronic acid. The crude product was purified by flash chromatography (0 to 100% EtOAc/hexanes, gradient) to afford 30 mg (20%) of Intermediate 237.1.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07576098B2
Source dataset	uspto-grants-2009_08
ORD ID	ord-8595220f6dd640ba956305c6b873f803
Source note	uspto-grants-2009_08