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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227947Generated: October 27, 2026

Dimethylamine → (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(dimethylamino)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

https://huagongshe.com/reaction/227947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant(2S,4S)-1-[(N-benzyloxycarbonyl-N-[4-(benzotriazol-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrileHCID 57756828—
SolventTetrahydrofuranHCID 8028—
Product(2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(dimethylamino)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrileHCID 11465856—

Reaction Steps

In a similar manner to Example 4, (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(benzotriazole-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 2.0 M tetrahydrofuran solution of dimethylamine (65.0 μL) were used to obtain (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(dimethylamino)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (36.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560569B2
Source datasetuspto-grants-2009_07
ORD IDord-280af8dde09d457bb3cda5d9a714a39c
Source noteuspto-grants-2009_07