3-Bromo-N,N,4-trimethylbenzene-1-sulfonamide → HCID 58522002, compound

HRID 2390183Notes

Reaction equation

HRID 2390183 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]([CH3:32])[S:21]([C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[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:26]1[CH:25]=[C:24]([S:21]([N:20]([CH3:32])[CH3:19])(=[O:22])=[O:23])[CH:29]=[CH:28][C:27]=1[CH3:30])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 72133053-Bromo-N,N,4-trimethylbenzene-1-sulfonamideHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58522002HCID 58522002, 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-bromo-4-methylbenzenesulfonamide (Combiblocks), the title compound was obtained as an orange sticky solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-f8db246070a042ab94d41cb2b771f3b0
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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