Cesium carbonate → HCID 86600704, compound

HRID 2251167Notes

Reaction equation

HRID 2251167 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]([N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][N:21]=2)[CH2:16][CH2:15]1)=[O:13].[F:30][C:31]([F:37])([F:36])[C:32]([OH:35])([CH3:34])[CH3:33].C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])[O-].[Cs+].[Cs+]>CC(N(C)C)=O>[CH3:11][S:8]([C:5]1[CH:6]=[CH:7][C:2]([O:35][C:32]([CH3:34])([CH3:33])[C:31]([F:37])([F:36])[F:30])=[C:3]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:22][N:21]=3)[CH2:16][CH2:15]2)=[O:13])[CH:4]=1)(=[O:10])=[O:9]

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 681821,1,1-Trifluoro-2-methylpropan-2-olHCID 69038235HCID 69038235, compound2×

Product 1

HCID 86600704HCID 86600704, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of (2-fluoro-5-methanesulfonyl-phenyl)-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-methanone (compound 2.3) (20 mg), 2-trifluoromethyl-2-propanol (0.053 mL), potassium carbonate or cesium carbonate (3 equivalents) in dimethylacetamide was heated at 150° C. for 30 min and then at 180° C. for 1 h in a microwave oven. After such time the reaction mixture was concentrated and purified by column chromatography (SiO2) to yield the title compound as a light yellow solid (4.9 mg). MS (m/e): 540.3 (M+H+, 100%).

Workup

  1. concentrationAfter such time the reaction mixture was concentrated
  2. custompurified by column chromatography (SiO2)

Sources & evidence

ORD record
ord-96a4b729d9ac423690a43e9e10d9e717
Source dataset
uspto-grants-2008_01
Patent number
US07319099B2

Reaction notes

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