Methanesulfonic Acid → HCID 87796412, compound

HRID 2181318Notes

Reaction equation

HRID 2181318 reaction equation
[F:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][C:13]([N:16]([CH3:38])[CH2:17][CH2:18][N:19]([C:21]3[CH:22]=[CH:23][C:24]([C:27]4[CH:32]=[C:31]([O:33][CH3:34])[C:30]([F:35])=[C:29]([O:36][CH3:37])[CH:28]=4)=[N:25][CH:26]=3)[CH3:20])=[CH:12][N:11]=2)=[CH:4][C:3]=1[O:39][CH3:40].[CH3:41][S:42]([OH:45])(=[O:44])=[O:43]>C(Cl)(Cl)Cl>[CH3:41][S:42]([OH:45])(=[O:44])=[O:43].[CH3:41][S:42]([OH:45])(=[O:44])=[O:43].[F:35][C:30]1[C:29]([O:36][CH3:37])=[CH:28][C:27]([C:24]2[CH:23]=[CH:22][C:21]([N:19]([CH3:20])[CH2:18][CH2:17][N:16]([C:13]3[CH:14]=[CH:15][C:10]([C:5]4[CH:4]=[C:3]([O:39][CH3:40])[C:2]([F:1])=[C:7]([O:8][CH3:9])[CH:6]=4)=[N:11][CH:12]=3)[CH3:38])=[CH:26][N:25]=2)=[CH:32][C:31]=1[O:33][CH3:34]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 22485597HCID 22485597, compound

Product 1

HCID 87796412HCID 87796412, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of N,N′-bis[2-(4-fluoro-3,5-dimethoxy-phenyl)-5-pyridyl]-N,N′-dimethylethylenediamine (150.0 mg, 0.270 mmol) in chloroform (30 mL) was added a 1.0 M aqueous methanesulfonic acid solution (0.60 mL, 0.60 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. Diethyl ether was added to the residue and the resulting precipitate was collected by filtration to yield the title compound as a yellow crystalline powder (melting point:≧300.0° C.)(1 81.0 mg, yield: 90%).

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. additionDiethyl ether was added to the residue
  5. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-8f6448d5666c4dc4ad8ccb7d3ad996bb
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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