(2S,4S)-1-(2-bromoacetyl)-4-fluoropyrrolidine-2-carbonitrile → (2S,4S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	(2S,4S)-1-(2-bromoacetyl)-4-fluoropyrrolidine-2-carbonitrile	HCID 21090395	—
Reactant	{4-Aminobicyclo[2.2.2]octan-1-yl}methanol	HCID 23152950	—
Product	(2S,4S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 57634358	93.3%

Reaction Steps

Using 4-amino-1-hydroxymethylbicyclo[2,2,2]octane (50.0 mg) and (2S,4S)-1-(2-bromoacetyl)-4-fluoropyrrolidine-2-carbonitrile (75.7 mg), the same procedure was followed as in Example 5 to obtain (2S,4S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (93.0 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07514571B2
Source dataset	uspto-grants-2009_04
ORD ID	ord-284ddc4cb2d941adb61ed3b4abcfde5a
Source note	uspto-grants-2009_04