Cesium carbonate → HCID 25234251, compound

HRID 1665055Notes

Reaction equation

HRID 1665055 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].[C:31]([O:35][C:36](=[O:39])[CH2:37]Cl)([CH3:34])([CH3:33])[CH3:32].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C(=O)C>[C:31]([O:35][C:36](=[O:39])[CH2:37][N:17]([CH2:16][C:14]1[S:15][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:12][CH:13]=1)[S:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[C:27]([F:30])([F:28])[F:29])(=[O:20])=[O:19])([CH3:34])([CH3:33])[CH3:32]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 66052tert-Butyl chloroacetateHCID 67440497HCID 67440497, compound

Product 1

HCID 25234251HCID 25234251, 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 tert-butylchloroacetate and cesium carbonate in N,N-dimethylacetamide to give [[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-(2-trifluoromethyl-benzenesulfonyl)-amino]-acetic acid tert-butyl ester as a light yellow oil. MS: 606.6 ([M+NH4]+)

Sources & evidence

ORD record
ord-676104eab2f043b88ad72e3a7e77d850
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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