3-Methylhistamine → N-[2-(3-methylimidazol-4-yl)ethyl]-3-phenylsulfonyl-5-chloroindole-2-carboxamide

HRID 260489Notes

Reaction equation

[C:1]1([S:7]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([Cl:19])[CH:17]=3)[NH:12][C:11]=2[C:20]([OH:22])=O)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:23][N:24]1[C:28]([CH2:29][CH2:30][NH2:31])=[CH:27][N:26]=[CH:25]1>>[CH3:23][N:24]1[C:28]([CH2:29][CH2:30][NH:31][C:20]([C:11]2[NH:12][C:13]3[C:18]([C:10]=2[S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:8])=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)=[O:22])=[CH:27][N:26]=[CH:25]1

Participants

Reactant 2

HCID 695203-Methylhistamine

HCID 158135163-Phenylsulfonyl-5-chloroindole-2-carboxylic acid

Product 1

HCID 22401494N-[2-(3-methylimidazol-4-yl)ethyl]-3-phenylsulfonyl-5-chloroindole-2-carboxamide

Procedure

Reaction of 3-phenylsulfonyl-5-chloroindole-2-carboxylic acid with 3-methylhistamine under the conditions of Example 37 gave the title compound, mp 257°-258.5° C.

Sources & evidence

ORD record: ord-a52c92936c9046218a013afa76db3325
Source dataset: uspto-grants-1996_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05527819

Reaction notes

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