Methanesulfonic Acid → HCID 22485545, compound

HRID 2181337Notes

Reaction equation

HRID 2181337 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:39])[CH2:18][CH2:19][CH2:20][N:21]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4[CH:34]=[C:33]([O:35][CH3:36])[CH:32]=[C:31]([O:37][CH3:38])[CH:30]=4)=[N:27][CH:28]=3)[CH3:22])=[CH:13][N:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[CH3:40][S:41]([OH:44])(=[O:43])=[O:42]>CO>[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:40][S:41]([OH:44])(=[O:43])=[O:42].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:39])[CH2:18][CH2:19][CH2:20][N:21]([C:23]3[CH:24]=[CH:25][C:26]([C:29]4[CH:30]=[C:31]([O:37][CH3:38])[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=4)=[N:27][CH:28]=3)[CH3:22])=[CH:13][N:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485512HCID 22485512, compound

Product 1

HCID 22485545HCID 22485545, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,5-dimethoxyphenyl)-5-pyridyl]-N,N′-dimethyl-1,3-propanediamine (35.0 mg, 0.070 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.15 mL, 0.15 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 ethanol to afford the title compound as a yellow crystalline powder (melting point: 228.0-231.0° C.) (21.0 mg, yield: 43%).

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 ethanol

Sources & evidence

ORD record
ord-7db48de6c3264215974b7e8c6046ec8b
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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