Semaxinib → 2-{(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)-methylidene]-2-oxo-2,3-dihydro-1H-indol-1-yl}-N,N,N-trimethyl-2-oxo-1-ethanaminium chloride

HRID 2216648Notes

Reaction equation

HRID 2216648 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[NH:4][C:3]=1[CH:8]=[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]1=[O:18].[Cl-].[Cl:20][C:21](=[O:27])[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24]>>[Cl-:20].[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[NH:4][C:3]=1/[CH:8]=[C:9]1\[C:10](=[O:18])[N:11]([C:21](=[O:27])[CH2:22][N+:23]([CH3:26])([CH3:25])[CH3:24])[C:12]2[C:17]\1=[CH:16][CH:15]=[CH:14][CH:13]=2

Participants

3

Reactant 2

HCID 123015SemaxinibHCID 11052093N-Chlorobetainyl chloride

Product 1

HCID 102927582-{(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)-methylidene]-2-oxo-2,3-dihydro-1H-indol-1-yl}-N,N,N-trimethyl-2-oxo-1-ethanaminium chloride

Procedure

The title compound was prepared from 3-(3,5-dimethyl-1H-pyrrol-2-ylmethylidene)-1,3-dihydro-indol-2-one and 2-chloro-N,N,N-trimethyl-2-oxoethanaminium chloride (modification of procedure used to prepare (3Z)-1-acetyl-3-[(3,5-dimethyl-4-1H-pyrrol-2-yl)-methylidene]-1,3-dihydro-2H-indol-2-one (15)).

Sources & evidence

ORD record
ord-7b32c9973900468fab3fe1ade8805d37
Source dataset
uspto-grants-2006_09
Patent number
US07112603B2

Reaction notes

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