Methanesulfonic Acid → HCID 71542670, compound

HRID 629553Notes

Reaction equation

HRID 629553 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.[CH3:28][S:29]([OH:32])(=[O:31])=[O:30]>CC(C)=O>[CH3:28][S:29]([O-:32])(=[O:31])=[O:30].[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

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 71542096IDF-11774

Product 1

HCID 71542670HCID 71542670, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-(4-(Adamantan-1-yl)phenoxy)-1-(4-methylpiperazin-1-yl)ethanone (1.0 g, 2.7 mmol), prepared from the example 3, in acetone (2 mL) was added methanesulfonic acid (0.18 mL, 2.7 mmol) and stirred at room temperature for 3 h. The reaction mixture was filtered and dried in vacuum to afford a 4-(2-(4-(adamantan-1-yl)phenoxy)acetyl)-1-methylpiperazin-1-ium methanesulfonate as a crystalline white solid (1.1 g, 87% yield).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customdried in vacuum

Sources & evidence

ORD record
ord-165d4854e99e42238121f31d97952dd6
Source dataset
uspto-grants-2016_04
Patent number
US09315507B2

Reaction notes

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