Methanesulfonic Acid → HCID 22485582, compound

HRID 2181310Notes

Reaction equation

HRID 2181310 reaction equation
[CH:1]([O:4][C:5]1[C:10]([O:11][CH3:12])=[CH:9][C:8]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:44])[CH2:20][CH2:21][N:22]([C:24]3[CH:25]=[CH:26][C:27]([C:30]4[CH:35]=[C:34]([O:36][CH3:37])[C:33]([O:38][CH:39]([CH3:41])[CH3:40])=[C:32]([O:42][CH3:43])[CH:31]=4)=[N:28][CH:29]=3)[CH3:23])=[CH:15][N:14]=2)=[CH:7][C:6]=1[O:45][CH3:46])([CH3:3])[CH3:2].[CH3:47][S:48]([OH:51])(=[O:50])=[O:49]>CO>[CH3:47][S:48]([OH:51])(=[O:50])=[O:49].[CH3:47][S:48]([OH:51])(=[O:50])=[O:49].[CH:39]([O:38][C:33]1[C:34]([O:36][CH3:37])=[CH:35][C:30]([C:27]2[CH:26]=[CH:25][C:24]([N:22]([CH3:23])[CH2:21][CH2:20][N:19]([C:16]3[CH:17]=[CH:18][C:13]([C:8]4[CH:9]=[C:10]([O:11][CH3:12])[C:5]([O:4][CH:1]([CH3:2])[CH3:3])=[C:6]([O:45][CH3:46])[CH:7]=4)=[N:14][CH:15]=3)[CH3:44])=[CH:29][N:28]=2)=[CH:31][C:32]=1[O:42][CH3:43])([CH3:41])[CH3:40]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485544HCID 22485544, compound

Product 1

HCID 22485582HCID 22485582, compoundYield 60.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[2-(4-isopropoxy-3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (74.0 mg, 0.12 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.26 mL, 0.26 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-diethyl ether to afford the title compound as a yellow crystalline powder (melting point: 250.0-253.0° C.)(60.0 mg, yield: 57%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (5.0 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-06e0627c329340beb4a2220979ef75f6
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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