Cesium carbonate → HCID 25234308, compound

HRID 1665058Notes

Reaction equation

HRID 1665058 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][CH2:33][N:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C(=O)C>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]2[S:15][C:14]([CH2:16][N:17]([CH2:32][CH2:33][N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]([F:30])([F:28])[F:29])(=[O:20])=[O:19])=[CH:13][CH:12]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 816691-(2-Chloroethyl)pyrrolidineHCID 67440497N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-trifluoromethyl-benzenesulfonamide

Product 1

HCID 25234308HCID 25234308, compound

Reagents, catalysts & solvents 1

HCID 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 1-(2-chloroethyl)pyrrolidine and cesium carbonate in N,N-dimethylacetamide for 3 days at r.t. to give N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-N-(2-pyrrolidin-1-yl-ethyl)-2-trifluoromethyl-benzenesulfonamide as a light yellow oil. MS: 572.6 ([M+H]+)

Sources & evidence

ORD record
ord-e6621bcd97fc411bba1aab1c92ae5d70
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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