Methanesulfonic Acid → HCID 9911750, compound

HRID 1591949Notes

Reaction equation

HRID 1591949 reaction equation
[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:25]=[CH:24][C:15]([CH2:16][CH:17]2[S:21][C:20](=[O:22])[NH:19][C:18]2=[O:23])=[CH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[CH3:26][S:27]([OH:30])(=[O:29])=[O:28]>CC(C)=O>[CH3:26][S:27]([OH:30])(=[O:29])=[O:28].[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:25]=[CH:24][C:15]([CH2:16][CH:17]2[S:21][C:20](=[O:22])[NH:19][C:18]2=[O:23])=[CH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 77999Rosiglitazone

Product 1

HCID 9911750HCID 9911750, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
21 °C

Procedure

A mixture of 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione (4.7 g) and acetone (180 ml) was heated to reflux to give a clear solution. A solution of methanesulfonic acid (0.83 ml) in acetone (10 ml) was added and the mixture cooled to 21° C. After standing in a sealed vessel for 5 days at 21° C. crystals of 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione methanesulfonate were collected by filtration.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. customto give a clear solution
  4. filtrationcrystals of 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione methanesulfonate were collected by filtration

Sources & evidence

ORD record
ord-5992a4fe25cc46f1bb0498cdbca6a9ff
Source dataset
uspto-grants-2007_11
Patent number
US07291740B2

Reaction notes

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