4-(2,6-Dimethyl-piperidin-1-ylmethyl)-phenylamine → methyl (3Z)-3-[[4-[(2,6-dimethylpiperidin-1-yl)methyl]anilino]-phenylmethylidene]-2-oxo-1H-indole-6-carboxylate

HRID 1883798Notes

Reaction equation

HRID 1883798 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[CH:11]=2)[C:6](=[C:17](OCC)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:5]1=[O:27])(=O)C.[CH3:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH:31]([CH3:35])[N:30]1[CH2:36][C:37]1[CH:43]=[CH:42][C:40]([NH2:41])=[CH:39][CH:38]=1>>[CH3:35][CH:31]1[CH2:32][CH2:33][CH2:34][CH:29]([CH3:28])[N:30]1[CH2:36][C:37]1[CH:38]=[CH:39][C:40]([NH:41]/[C:17](=[C:6]2\[C:5](=[O:27])[NH:4][C:12]3[C:7]\2=[CH:8][CH:9]=[C:10]([C:13]([O:15][CH3:16])=[O:14])[CH:11]=3)/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:42][CH:43]=1

Participants

3

Reactant 2

HCID 31539974-(2,6-Dimethyl-piperidin-1-ylmethyl)-phenylamineHCID 666859721-Acetyl-3-(1-ethoxy-1-phenylmethylene)-6-methoxycarbonyl-2-indolinone

Product 1

HCID 178497139methyl (3Z)-3-[[4-[(2,6-dimethylpiperidin-1-yl)methyl]anilino]-phenylmethylidene]-2-oxo-1H-indole-6-carboxylate

Procedure

Prepared from 1-acetyl-3-(1-ethoxy-1-phenylmethylene)-6-methoxycarbonyl-2-indolinone and 4-[(2,6-dimethyl-piperidin-1-yl)-methyl]-aniline Rf value: 0.5 (RP 8, methanol/five percent saline solution=4:1) C31H33N3O3

Sources & evidence

ORD record
ord-ab897932ef2045ce974b204c1baa10be
Source dataset
uspto-grants-2004_07
Patent number
US06762180B1

Reaction notes

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