3-bromo-N,N-dimethylbenzenesulfonamide → HCID 58521870, compound

HRID 2390181Notes

Reaction equation

HRID 2390181 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].[CH3:19][N:20]([CH3:31])[S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26](Br)[CH:25]=1)(=[O:23])=[O:22]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:28]1[CH:27]=[CH:26][CH:25]=[C:24]([S:21]([N:20]([CH3:31])[CH3:19])(=[O:22])=[O:23])[CH:29]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 71298453-bromo-N,N-dimethylbenzenesulfonamideHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58521870HCID 58521870, compound

Procedure

Following the general method as outlined in Intermediate 20, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and N,N-dimethyl 3-bromobenzenesulfonamide (Combiblocks), the title compound was obtained as a yellow oil after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-02defb858f5c4a168f7868b2682eee8f
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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