3-Fluoroaniline → HCID 57756771, compound

HRID 227998Notes

Reaction equation

HRID 227998 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].[F:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>>[F:21][C@@H:19]1[CH2:20][N:16]([C:14](=[O:15])[CH2:13][NH:12][C:7]23[CH2:8][CH2:9][C:4]([C:1]([NH:28][C:27]4[CH:29]=[CH:30][CH:31]=[C:25]([F:24])[CH:26]=4)=[O:2])([CH2:11][CH2:10]2)[CH2:5][CH2:6]3)[C@H:17]([C:22]#[N:23])[CH2:18]1

Participants

3

Reactant 2

HCID 97423-FluoroanilineHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756771HCID 57756771, compoundYield 37%

Procedure

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 (80.0 mg) and 3-fluoroaniline (63.0 mg) were used to obtain (2S,4S)-4-fluoro-1-[[N-[4-[N-(3-fluorophenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (38.1 mg).

Sources & evidence

ORD record
ord-ff11bcd9cd0c4e54a96d7ec73cd374dc
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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