Cyclopentylacetylene → 2-[2-(4-Cyclopentylethynyl-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide

HRID 2283359Notes

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.[C:26]([CH:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1)#[CH:27]>>[CH:28]1([C:26]#[C:27][C:2]2[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][S:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([CH2:20][OH:21])=[CH:16][C:15]=3[S:22]([NH2:25])(=[O:24])=[O:23])(=[O:12])=[O:11])=[CH:4][CH:3]=2)[CH2:32][CH2:31][CH2:30][CH2:29]1

Participants

Reactant 2

HCID 136725Cyclopentylacetylene

HCID 577510512-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide

Product 1

HCID 577509462-[2-(4-Cyclopentylethynyl-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamideYield 11%

Procedure

The title compound was synthesized as described for Example 210 in 11% yield, starting from 2-[2-(4-bromo-phenyl)-ethanesulfonylamino]-5-hydroxymethyl-benzenesulfonamide and ethynyl-cyclopentane. Purification by preparative HPLC.

Workup

customPurification by preparative HPLC

Sources & evidence

ORD record: ord-c6bff90eb2df4c2a87d1307703a3c935
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09145380B2

Reaction notes

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