3,5-Difluorophenylacetic acid → 3[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-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-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride	HCID 23552766	—
Product	3[N'-(3,5-Difluorophenylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine	HCID 22984081	—

Reaction Steps

Following General Procedure I above using 3,5-difluorophenylacetic acid (Lancaster) and 3-(L-alaninyl)amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-S), the title compound was prepared as a white solid (melting point=197-198° C.). Purification was by flash chromatography eluting with CH2Cl2/EtOAc (2:1 gradient to 3:4). Rf=0.23 (CH2Cl2/EtOAc, 1:1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06541466B2
Source dataset	uspto-grants-2003_04
ORD ID	ord-f86003de71a74081a364ca0bc2c20574
Source note	uspto-grants-2003_04