4-Aminoacetanilide → HCID 57756822, compound

HRID 228039Notes

Reaction equation

HRID 228039 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].[NH2:24][C:25]1[CH:34]=[CH:33][C:28]([NH:29][C:30](=[O:32])[CH3:31])=[CH:27][CH:26]=1>>[C:30]([NH:29][C:28]1[CH:33]=[CH:34][C:25]([NH:24][C:1]([C:4]23[CH2:11][CH2:10][C:7]([NH:12][CH2:13][C:14]([N:16]4[CH2:20][C@@H:19]([F:21])[CH2:18][C@H:17]4[C:22]#[N:23])=[O:15])([CH2:8][CH2:9]2)[CH2:6][CH2:5]3)=[O:2])=[CH:26][CH:27]=1)(=[O:32])[CH3:31]

Participants

3

Reactant 2

HCID 312304-AminoacetanilideHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756822HCID 57756822, compoundYield 16.9%

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 (50.0 mg) and 4′-aminoacetanilide (51.0 mg) were used to obtain (2S,4S)-1-[[N-[4-[N-(4-acetamidophenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (11.9 mg).

Sources & evidence

ORD record
ord-032be2fa601a4ab1a7c24ff5ebe00ecc
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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