N-ISOPROPYL 3-BROMO-4-METHYLBENZENESULFONAMIDE → HCID 58521991, compound

HRID 2390186Notes

Reaction equation

HRID 2390186 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].[CH:19]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[C:28](Br)[CH:27]=1)(=[O:25])=[O:24])([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:28]1[CH:27]=[C:26]([S:23]([NH:22][CH:19]([CH3:20])[CH3:21])(=[O:24])=[O:25])[CH:31]=[CH:30][C:29]=1[CH3:32])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 7213291N-ISOPROPYL 3-BROMO-4-METHYLBENZENESULFONAMIDEHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58521991HCID 58521991, 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-isopropyl 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-541e86245bf7406e96122bf1b9cfee90
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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