2-{2-[3-cyclohexyl-6-(1H-imidazol-1-ylcarbonyl)-1-methyl-1H-indol-2-yl]phenoxy}-N-methyl-N-(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)acetamide → 2-{2-[3-cyclohexyl-6-(1H-imidazol-1-ylcarbonyl)-1-methyl-1H-indol-2-yl]phenoxy}-N-methyl-N-{4-[methyl(sulfamoyl)amino]butyl}acetamide

HRID 1807638Notes

Reaction equation

HRID 1807638 reaction equation
[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16](O)=[O:17])=[CH:13][CH:14]=3)[N:9]([CH3:19])[C:8]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH2:27][C:28]([N:30]([CH3:41])[CH2:31][CH2:32][CH2:33][CH2:34][N:35]([CH3:40])[S:36](=[O:39])(=[O:38])[NH2:37])=[O:29])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C2C3C(=CC(C([N:59]4[CH:63]=[CH:62][N:61]=[CH:60]4)=O)=CC=3)N(C)C=2C2C=CC=CC=2OCC(N(C)CCOCCN(C)S(=O)(=O)N)=O)CCCCC1>>[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([N:59]4[CH:63]=[CH:62][N:61]=[CH:60]4)=[O:17])=[CH:13][CH:14]=3)[N:9]([CH3:19])[C:8]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH2:27][C:28]([N:30]([CH3:41])[CH2:31][CH2:32][CH2:33][CH2:34][N:35]([CH3:40])[S:36](=[O:39])(=[O:38])[NH2:37])=[O:29])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 583178162-{2-[3-cyclohexyl-6-(1H-imidazol-1-ylcarbonyl)-1-methyl-1H-indol-2-yl]phenoxy}-N-methyl-N-(2-{2-[methyl(sulfamoyl)amino]ethoxy}ethyl)acetamideHCID 583178213-cyclohexyl-1-methyl-2-{2-[2-(methyl {4-[methyl(sulfamoyl)amino]butyl}amino)-2-oxoethoxy]phenyl}-1H-indole-6-carboxylic acid

Product 1

HCID 583178372-{2-[3-cyclohexyl-6-(1H-imidazol-1-ylcarbonyl)-1-methyl-1H-indol-2-yl]phenoxy}-N-methyl-N-{4-[methyl(sulfamoyl)amino]butyl}acetamideYield 92%

Procedure

2-{2-[3-cyclohexyl-6-(1H-imidazol-1-ylcarbonyl)-1-methyl-1H-indol-2-yl]phenoxy}-N-methyl-N-{4-[methyl(sulfamoyl)amino]butyl}acetamide 14 was synthesized in 92% yield from intermediate 13 following the procedure reported for the synthesis of intermediate 9: m/z=635 (M+H)+.

Sources & evidence

ORD record
ord-e619a7dc37604cb1b573b53bde7530a4
Source dataset
uspto-grants-2013_01
Patent number
US08357687B2

Reaction notes

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