Methanesulfonic Acid → HCID 22485574, compound

HRID 2181311Notes

Reaction equation

HRID 2181311 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:17]2[CH:22]=[CH:21][C:20]([N:23]([CH3:50])[CH2:24][CH2:25][N:26]([C:28]3[CH:29]=[CH:30][C:31]([C:34]4[CH:39]=[C:38]([O:40][CH3:41])[C:37]([O:42][CH2:43][C:44]([F:47])([F:46])[F:45])=[C:36]([O:48][CH3:49])[CH:35]=4)=[N:32][CH:33]=3)[CH3:27])=[CH:19][N:18]=2)[CH:6]=[C:7]([O:15][CH3:16])[C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12].[CH3:51][S:52]([OH:55])(=[O:54])=[O:53]>CO>[CH3:51][S:52]([OH:55])(=[O:54])=[O:53].[CH3:51][S:52]([OH:55])(=[O:54])=[O:53].[CH3:41][O:40][C:38]1[CH:39]=[C:34]([C:31]2[CH:30]=[CH:29][C:28]([N:26]([CH3:27])[CH2:25][CH2:24][N:23]([C:20]3[CH:21]=[CH:22][C:17]([C:5]4[CH:6]=[C:7]([O:15][CH3:16])[C:8]([O:9][CH2:10][C:11]([F:13])([F:14])[F:12])=[C:3]([O:2][CH3:1])[CH:4]=4)=[N:18][CH:19]=3)[CH3:50])=[CH:33][N:32]=2)[CH:35]=[C:36]([O:48][CH3:49])[C:37]=1[O:42][CH2:43][C:44]([F:46])([F:47])[F:45]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485489HCID 22485489, compound

Product 1

HCID 22485574HCID 22485574, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N,N′-bis[2-[3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)phenyl]-5-pyridyl]-N,N′-dimethylethylenediamine (80.0 mg, 0.11 mmol) in methanol (2.0 mL) was added a 1.0 M aqueous methanesulfonic acid (0.22 mL, 0.22 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: 253.0-257.0° C. )(47.0 mg, yield: 22%).

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-1556425def6c4efd9ba63daaab93c066
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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