2,4-Difluorophenylboronic acid → (2S)-2-{(S)-[(2', 4'-difluorobiphenyl-4-yl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid (1-cyanocyclopropyl)-amide

Participants

Role	Name	HCID	Charge
Reactant	2,4-Difluorophenylboronic acid	HCID 2734334	—
Reactant	(2S)2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid (1-cyanocyclopropyl)-amide	HCID 67298346	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Product	(2S)-2-{(S)-[(2', 4'-difluorobiphenyl-4-yl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid (1-cyanocyclopropyl)-amide	HCID 59715509	—

Reaction Steps

The title compound was prepared via the Suzuki cross-coupling of (2S)-2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid (1-cyanocyclopropyl)-amide with 2,4-difluorobenzeneboronic acid, in the presence of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), dichloromethane complex. MS (−ESI): 479 [M−1]−

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07973037B2
Source dataset	uspto-grants-2011_07
ORD ID	ord-da434fb1d52c444aab6ff8f12a87ba79
Source note	uspto-grants-2011_07