4,4'-Diaminodiphenylamine → 4-Hydroxy-N-(4-((4-(4-(4-hydroxypiperidin-1-yl)benzamido)phenyl)amino)phenyl)piperidine-1-carboxamide

HRID 2284303Notes

Reaction equation

HRID 2284303 reaction equation
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH:2]=1.[OH:16][CH:17]1[CH2:22][CH2:21][N:20]([C:23](Cl)=[O:24])[CH2:19][CH2:18]1.[OH:26][CH:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:41]=[CH:40][C:36]([C:37](O)=[O:38])=[CH:35][CH:34]=2)[CH2:29][CH2:28]1>>[OH:16][CH:17]1[CH2:22][CH2:21][N:20]([C:23]([NH:15][C:12]2[CH:13]=[CH:14][C:9]([NH:8][C:3]3[CH:2]=[CH:1][C:6]([NH:7][C:37](=[O:38])[C:36]4[CH:35]=[CH:34][C:33]([N:30]5[CH2:31][CH2:32][CH:27]([OH:26])[CH2:28][CH2:29]5)=[CH:41][CH:40]=4)=[CH:5][CH:4]=3)=[CH:10][CH:11]=2)=[O:24])[CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 108414,4'-DiaminodiphenylamineHCID 186175914-(4-Hydroxy-1-piperidinyl)benzoic acidHCID 866300624-Hydroxypiperidine-1-carbonyl Chloride

Product 1

HCID 671125154-Hydroxy-N-(4-((4-(4-(4-hydroxypiperidin-1-yl)benzamido)phenyl)amino)phenyl)piperidine-1-carboxamide

Procedure

Compound 792 was prepared according to the procedure described in Scheme IV from 4,4′-diaminodiphenylamine, (4-hydroxypiperidin-1-yl)carbonyl chloride, and 4-(4-hydroxypiperidin-1-yl)benzoic acid. [M+H]+ calcd for C30H35N5O4: 530.28; found: 530.04.

Sources & evidence

ORD record
ord-eec2d89e95f94cceb6640c430aadf3cf
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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