Cesium carbonate → HCID 25234248, compound

HRID 1665052Notes

Reaction equation

HRID 1665052 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]2[S:15][C:14]([CH2:16][NH:17][S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([F:30])([F:29])[F:28])(=[O:20])=[O:19])=[CH:13][CH:12]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].Cl[CH2:32][C:33]1[C:34]([CH3:39])=[N:35][O:36][C:37]=1[CH3:38].C(=O)([O-])[O-].[Cs+].[Cs+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C(=O)C>[CH3:39][C:34]1[C:33]([CH2:32][N:17]([CH2:16][C:14]2[S:15][C:11]([C:7]3[CH:8]=[CH:9][CH:10]=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=3)=[CH:12][CH:13]=2)[S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]([F:30])([F:28])[F:29])(=[O:20])=[O:19])=[C:37]([CH3:38])[O:36][N:35]=1

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 67440497N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide

Product 1

HCID 25234248HCID 25234248, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 31374DimethylacetamideSolvent

Procedure

In analogy to example 10, step 3, N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide (example 27, step 1) was reacted with 4-(chloromethyl)-3,5-dimethylisoxazole, cesium carbonate and 10 mol-% tetrabutylammonium iodide as a catalyst in N,N-dimethylacetamide to give N-(3,5-dimethyl-isoxazol-4-ylmethyl)-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide as a colorless semi-solid. MS: 584.6 ([M+H]+)

Sources & evidence

ORD record
ord-b1d2d2d16c4b4fa0af01da9d7cd1760f
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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