3,3-Dimethyl-1-butyne → 2-{2-[4-(3,3-Dimethyl-but-1-ynyl)-phenyl]-ethanesulfonylamino}-5-hydroxymethyl-benzenesulfonamide

HRID 2283356Notes

Reaction equation

HRID 2283356 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][C:15]=2[S:22]([NH2:25])(=[O:24])=[O:23])(=[O:12])=[O:11])=[CH:4][CH:3]=1.[CH3:26][C:27]([CH3:31])([CH3:30])[C:28]#[CH:29]>>[CH3:26][C:27]([CH3:31])([CH3:30])[C:28]#[C:29][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][C:15]=2[S:22]([NH2:25])(=[O:24])=[O:23])(=[O:12])=[O:11])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 135123,3-Dimethyl-1-butyneHCID 577510512-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide

Product 1

HCID 577511002-{2-[4-(3,3-Dimethyl-but-1-ynyl)-phenyl]-ethanesulfonylamino}-5-hydroxymethyl-benzenesulfonamideYield 5%

Procedure

The title compound was synthesized as described for Example 210 in 5% yield, starting from 2-[2-(4-bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide and 3,3-dimethyl-1-butyne. Purification by preparative HPLC.

Workup

  1. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-c32a4cf0a2704fa89ba9fd00627cdb59
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

Loading…