(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile → HCID 57756689, compound

HRID 228054Notes

Reaction equation

HRID 228054 reaction equation
[C:1]([C:4]12[CH2:11][CH2:10][C:7]([NH:12][CH2:13][C:14]([N:16]3[CH2:20][C@@H:19]([F:21])[CH2:18][C@H:17]3[C:22]#[N:23])=[O:15])([CH2:8][CH2:9]1)[CH2:6][CH2:5]2)(O)=[O:2].Cl.[F:25][CH2:26][C@H:27]([NH2:29])[CH3:28]>>[F:21][C@@H:19]1[CH2:20][N:16]([C:14](=[O:15])[CH2:13][NH:12][C:7]23[CH2:6][CH2:5][C:4]([C:1]([NH:29][C@H:27]([CH3:28])[CH2:26][F:25])=[O:2])([CH2:11][CH2:10]2)[CH2:9][CH2:8]3)[C@H:17]([C:22]#[N:23])[CH2:18]1

Participants

3

Reactant 2

HCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrileHCID 86616457(R)-1-Fluoro-2-propylamine Hydrochloride

Product 1

HCID 57756689HCID 57756689, compoundYield 38.9%

Procedure

In a similar manner to Example 146, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (100 mg) and (2R)-1-fluoro-2-propylamine hydrochloride (32.0 mg) were used to obtain (2S,4S)-4-fluoro-1-[[N-(4-[N-[(2R)-1-fluoro-2-propyl]amino]carbonylbicyclo[2.2.2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile (41.9 mg).

Sources & evidence

ORD record
ord-16ab048068cf44feb591b26b5f80b5d0
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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