3,5-Difluorophenylacetic acid → 3-[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1-H-1,5-benzodiazepine

Participants

Role	Name	HCID	Charge
Reactant	3,5-Difluorophenylacetic acid	HCID 145424	—
Reactant	3-(L-alaninyl)-amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride	HCID 69033234	—
Product	3-[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1-H-1,5-benzodiazepine	HCID 22984083	—

Reaction Steps

Following General Procedure I above using 3,5-difluorophenylacetic acid (Lancaster) and 3-(L-alaninyl)-amino-2 ,4-dioxo-1,5-bis-methyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-R), the title compound was prepared as a white solid (melting point=206-207° C.). Purification was by flash chromatography eluting with straight EtOAc gradient to EtOAc/Acetone (95:5). Rf=0.32 (EtOAc).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06667305B1
Source dataset	uspto-grants-2003_12
ORD ID	ord-3287606cde144d1786375d5fcbaa09bd
Source note	uspto-grants-2003_12