3-Bromo-N-tert-butyl-4-methylbenzene-1-sulfonamide → HCID 58521934, compound

HRID 2390185Notes

Reaction equation

HRID 2390185 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].[C:19]([NH:23][S:24]([C:27]1[CH:32]=[CH:31][C:30]([CH3:33])=[C:29](Br)[CH:28]=1)(=[O:26])=[O:25])([CH3:22])([CH3:21])[CH3:20]>>[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:29]1[CH:28]=[C:27]([S:24]([NH:23][C:19]([CH3:21])([CH3:20])[CH3:22])(=[O:25])=[O:26])[CH:32]=[CH:31][C:30]=1[CH3:33])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 72133013-Bromo-N-tert-butyl-4-methylbenzene-1-sulfonamideHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58521934HCID 58521934, 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-tert-butyl 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-e9d073accb0e49b9b7a83fc11103238e
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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