2-Propanol, sodium salt (1:1) → (2,6-Diisopropoxy-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

HRID 1820772Notes

Reaction equation

HRID 1820772 reaction equation
F[C:2]1[C:7]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4](F)[C:3]=1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][C:22]=2[F:31])[CH2:17][CH2:16]1)=[O:14].[CH:32]([O-:35])([CH3:34])[CH3:33].[Na+]>O>[CH:32]([O:35][C:2]1[C:7]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:35][CH:32]([CH3:34])[CH3:33])[C:3]=1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][C:22]=2[F:31])[CH2:17][CH2:16]1)=[O:14])([CH3:34])[CH3:33]

Participants

4

Reactant 2

HCID 109204432-Propanol, sodium salt (1:1)HCID 69037451(2,6-Difluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

Product 1

HCID 69036671(2,6-Diisopropoxy-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.27 mmol of 2,6-difluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone (example 4.15) was added to a solution of sodium isopropanolate (prepared by dissolving 3 mmol of sodium in 2 ml of isopropanol). The reaction mixture was heated under reflux for 5 hours, cooled, diluted with water and extracted with ethyl acetate, yielding the title compound as a slightly yellow solid. MS (m/e): 557.3 (MH+, 66%)

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 5 hours
  3. temperaturecooled
  4. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-9149cdb5a0fd43898af0c825ce4b7370
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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