Cesium carbonate → HCID 25234319, compound

HRID 1665079Notes

Reaction equation

HRID 1665079 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][NH:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[CH:12]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].[F:25][C:26]1[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=1[CH2:28]Br.C(=O)([O-])[O-].[Cs+].[Cs+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C(=O)C>[F:25][C:26]1[CH:33]=[CH:32][CH:31]=[CH:30][C:27]=1[CH2:28][N:18]([CH2:17][C:13]1[CH:12]=[C:11]([C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=2)[CH:16]=[CH:15][CH:14]=1)[S:19]([CH:22]([CH3:24])[CH3:23])(=[O:20])=[O:21]

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 67438422HCID 67438422, compound

Product 1

HCID 25234319HCID 25234319, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 31374DimethylacetamideSolvent

Procedure

In analogy to example 10, step 3, propane-2-sulfonic acid (3′-methanesulfonyl-biphenyl-3-ylmethyl)-amide (example 49, step 2) was reacted with 2-fluorobenzyl bromide, tetrabutylammonium iodide and cesium carbonate in N,N-dimethylacetamide to give propane-2-sulfonic acid (2-fluoro-benzyl)-(3′-methanesulfonyl-biphenyl-3-ylmethyl)-amide as a colorless solid. MS: 476.4 ([M+H]+)

Sources & evidence

ORD record
ord-9448681fd2cf498287aa5a728ac285ec
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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