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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505612Generated: November 1, 2026

tert-Butyl methyl ether → HCID 86690645, compound

https://huagongshe.com/reaction/1505612

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl methyl etherHCID 15413—
Reactant1-AcetylpiperazineHCID 83795—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 61401001HCID 61401001—
Catalyst2-Dicyclohexylphosphino-2',6'-diisopropoxybiphenylHCID 16217985—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86690645HCID 8669064548%

Reaction Steps

In a flask, N-[(4-bromophenyl)methyl]-1-phenyl-methanesulfonamide (2.79 g, 8.20 mmol), chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)[2-(2 aminoethylphenyl)]palladium(II), methyl-t-butylether adduct (60 mg, 0.082 mmol), 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl (39 mg, 0.0820 mmol) and sodium tert-butoxide (1.22 g, 12.3 mmol) were combined and purged with nitrogen. 1,4-Dioxane (40 mL) and 1-piperazin-1-ylethanone (1.58 g, 12.3 mmol) were then added and the reaction was stirred at ambient temperature for 16 hours. The precipitate was collected by filtration, washed with DCM and then with water and dried under vacuum overnight to give N-[[4-(4-acetylpiperazin-1-yl)phenyl]methyl]-1-phenyl-methanesulfonamide (1.52 g, 48% yield). LCMS (m/z) ES+ 388.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216988B2
Source datasetuspto-grants-2015_12
ORD IDord-8f06ce542d414567b635d26f6b529377
Source noteuspto-grants-2015_12