4-(3-Benzyl-1,2,4-oxadiazol-5-yl)-2-bromo-1-trifluoroacetylaminobenzene → (R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-(N-(2-bromo-4-(3-benzyl-1,2,4-oxadiazol-5-yl)phenyl)-N-trifluoroacetylamino)propene

Participants

Role	Name	HCID	Charge
Reactant	4-(3-Benzyl-1,2,4-oxadiazol-5-yl)-2-bromo-1-trifluoroacetylaminobenzene	HCID 19702139	—
Reactant	(R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-hydroxypropene	HCID 54485243	—
Product	(R)-1-(N-Benzyloxycarbonylpyrrolidin-2-yl)-3-(N-(2-bromo-4-(3-benzyl-1,2,4-oxadiazol-5-yl)phenyl)-N-trifluoroacetylamino)propene	HCID 53855827	88%

Reaction Steps

4-(3-Benzyl-1,2,4-oxadiazol-5-yl)-2-bromo-1-trifluoroacetylaminobenzene and (R)-1-(N-benzyloxycarbonylpyrrolidin-2-yl)-3-hydroxypropene were used. Chromatography using elution with 5% either in methylene chloride afforded the title compound (88%) as a thick yellow oil: R1 =0.32 (CHCl3); LRMS (m/z, relative intensity) 669 (M+, 25).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05594014
Source dataset	uspto-grants-1997_01
ORD ID	ord-5d03d93caed843ed85ca83ee1154d185
Source note	uspto-grants-1997_01