2-Amino-5-ethyl-1,3,4-thiadiazole → (2S,4S)-1-[[N-[4-[N-(5-ethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	2-Amino-5-ethyl-1,3,4-thiadiazole	HCID 26444	—
Reactant	(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 57634365	—
Product	(2S,4S)-1-[[N-[4-[N-(5-ethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 57756789	51.8%

Reaction Steps

In a similar manner to Example 87, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 2-amino-5-ethyl-1,3,4-thiadiazole (43.9 mg) were used to obtain (2S,4S)-1-[[N-[4-[N-(5-ethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (34.8 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07560569B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-1d3da2e351764757bbe578b9f01abab5
Source note	uspto-grants-2009_07