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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710616Generated: November 3, 2026

Ethyl Bromide → 4-{5-[(3-Difluoromethoxy-benzenesulfonyl)-ethyl-amino]-2-methoxy-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1710616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium hydrideHCID 24758—
Reactant4-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methoxy-phenyl]-piperazine-1-carboxylic Acid tert-butyl EsterHCID 57699506—
Product4-{5-[(3-Difluoromethoxy-benzenesulfonyl)-ethyl-amino]-2-methoxy-phenyl}-piperazine-1-carboxylic acid tert-butyl esterHCID 67094941—

Reaction Steps

The compound was prepared by analogy to the methods described for Preparation Example 2 and Examples 1 and 5 from 4-{5-[(3-difluoromethoxybenzenesulfonyl)-amino]-2-methoxyphenyl}-piperazine-1-carboxylic acid tert-butyl ester, which was reacted with sodium hydride and ethylbromide to yield 4-{5-[(3-difluoromethoxy-benzenesulfonyl)-ethyl-amino]-2-methoxy-phenyl}-piperazine-1-carboxylic acid tert-butyl ester, which was deprotected and subsequently subjected to reductive amination with aqueous formaldehyde and sodium triacetoxyborohydride as described for example 5 to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790727B2
Source datasetuspto-grants-2010_09
ORD IDord-e04055738cdf45cd81fafd4033cb287f
Source noteuspto-grants-2010_09