Sulfanilamide → HCID 57756713, compound

HRID 227994Notes

Reaction equation

HRID 227994 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)([OH:3])=O.[S:24]([NH2:34])(=[O:33])([C:26]1[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=1)=[O:25]>>[NH2:34][S:24]([C:26]1[CH:27]=[CH:28][C:29]([NH:32][C:1]([C:4]23[CH2:9][CH2:8][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])([CH2:6][CH2:5]2)[CH2:10][CH2:11]3)=[O:3])=[CH:30][CH:31]=1)(=[O:25])=[O:33]

Participants

3

Reactant 2

HCID 5333SulfanilamideHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756713HCID 57756713, compoundYield 24.6%

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 sulfanilamide (59.0 mg) were used to obtain (2S,4S)-1-[[N-[4-[N-(4-aminosulfonylphenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (18.2 mg).

Sources & evidence

ORD record
ord-f1484ee68bb4464aab9c57ed511d7bff
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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