1-Phenethylamine, (+)- → (2S,4S)-4-fluoro-1-[[N-[4-[N-[(1R)-1-phenyl-1-ethyl]amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	1-Phenethylamine, (+)-	HCID 643189	—
Reactant	(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 57634365	—
Product	(2S,4S)-4-fluoro-1-[[N-[4-[N-[(1R)-1-phenyl-1-ethyl]amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile	HCID 57756764	—

Reaction Steps

In a similar manner to Example 63, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and (1R)-1-phenylethylamine (43.4 μL) were used to obtain (2S,4S)-4-fluoro-1-[[N-[4-[N-[(1R)-1-phenyl-1-ethyl]amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (22.8 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07560569B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-c1ff4010dc8043c288e58f0954708565
Source note	uspto-grants-2009_07