Diclofenac → HCID 53683600, compound

HRID 1902341Notes

Reaction equation

[NH2:1][C:2]1[C:22]([CH2:23][N:24]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH2:25][CH3:26])=[CH:21][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][OH:20])[CH2:14][CH2:13]2)=[O:7])=[CH:4][C:3]=1[Br:33].[Cl:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:36]=1[NH:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1[CH2:49][C:50](O)=[O:51].C1(N=C=NC2CCCCC2)CCCCC1>>[NH2:1][C:2]1[C:22]([CH2:23][N:24]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[CH2:25][CH3:26])=[CH:21][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][O:20][C:50](=[O:51])[CH2:49][C:44]3[CH:45]=[CH:46][CH:47]=[CH:48][C:43]=3[NH:42][C:36]3[C:35]([Cl:34])=[CH:40][CH:39]=[CH:38][C:37]=3[Cl:41])[CH2:14][CH2:13]2)=[O:7])=[CH:4][C:3]=1[Br:33]

Participants

Reactant 3

HCID 3033Diclofenac

HCID 10868Dicyclohexylcarbodiimide

HCID 20516060HCID 20516060, compound

Product 1

HCID 53683600HCID 53683600, compound

Procedure

This compound was prepared from N-{3-[4-amino-3-bromo-5-(N-ethyl-cyclohexylaminomethyl)-benzoyloxy]-propyl}-N'-(2-hydroxyethyl)-piperazine and 2-[(2,6-dichlorophenyl)amino]-phenyl-acetic acid with dicyclohexyl-carbodiimide, analogous to Example 4.

Sources & evidence

ORD record: ord-6215d60f6d694211a61cf4ce8f722f0a
Source dataset: uspto-grants-1982_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04362738

Reaction notes

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