Methylamine hydrochloride → 5-Iodo-3-{[cyclopropyl(methyl)amino]sulfonyl}-1H-indole-2-carboxamide
Reaction equation
ClC1C=C2[C:8](=[CH:9][CH:10]=1)[N:7](S(C1C=CC=CC=1)(=O)=O)[C:6](C(OCC)=O)=C2S(Cl)(=O)=O.[I:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[N:35](S(C1C=CC=CC=1)(=O)=O)[C:34]([C:48]([O:50]CC)=O)=[C:33]2[S:53](Cl)(=[O:55])=[O:54].Cl.C[NH2:59]>>[I:29][C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][C:34]([C:48]([NH2:59])=[O:50])=[C:33]2[S:53]([N:7]([CH:8]1[CH2:9][CH2:10]1)[CH3:6])(=[O:54])=[O:55]Participants
4
Reactant 3
Product 1
Procedure
Following the procedures described in Steps D and E of Example 1, replacing in Step D ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate with ethyl 5-iodo-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate, and methylamine hydrochloride with N-cyclopropyl-N-methylammonium oxylate, the title compound was obtained. Proton NMR for the product was consistent with the titled compound. ESI+ MS: 420.16 [M+H]+.
Sources & evidence
- ORD record
- ord-c255e58d70b14d6fa56e7f4a5523adc8
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08008295B2
Reaction notes
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