Citric Acid → HCID 89477717, compound

HRID 629554Notes

Reaction equation

[C:1]12([C:11]3[CH:27]=[CH:26][C:14]([O:15][CH2:16][C:17]([N:19]4[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]4)=[O:18])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:28]([OH:40])(=[O:39])[CH2:29][C:30]([CH2:35][C:36]([OH:38])=[O:37])([C:32]([OH:34])=[O:33])[OH:31]>>[C:28]([CH2:29][C:30]([CH2:35][C:36]([OH:38])=[O:37])([OH:31])[C:32]([O-:34])=[O:33])([OH:40])=[O:39].[C:1]12([C:11]3[CH:27]=[CH:26][C:14]([O:15][CH2:16][C:17]([N:19]4[CH2:24][CH2:23][NH+:22]([CH3:25])[CH2:21][CH2:20]4)=[O:18])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

Participants

Reactant 2

HCID 311Citric Acid

HCID 71542096IDF-11774

Product 1

HCID 89477717HCID 89477717, compoundYield 94.5%

Procedure

The title compound was prepared from 2-(4-(adamantan-1-yl)phenoxy)-1-(4-methylpiperazin-1-yl)ethanone (1.0 g, 2.7 mmol), prepared from the example 3, and citric acid (0.52 g, 2.7 mmol) according to the example 43, which was given 4-(2-(4-(adamantan-1-yl)phenoxy)acetyl)-1-methylpiperazin-1-ium 3-carboxy-2-(carboxymethyl)-2-hydroxypropanoate as a crystalline white solid (1.43 g, 94% yield).

Sources & evidence

ORD record: ord-ce0d95961f6e430bad24f0dca598f04b
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315507B2

Reaction notes

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