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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783362Generated: October 30, 2026

1-Methylpyrrolidine → N-(2,6-Diethyl-4-morpholin-4-yl-phenyl)-4-methyl-benzenesulfonamide

https://huagongshe.com/reaction/1783362

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpyrrolidineHCID 8454—
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzenesulfonamide, N-(4-amino-2,6-diethylphenyl)-4-methyl-HCID 183982—
SolventEthyl AcetateHCID 8857—
ProductN-(2,6-Diethyl-4-morpholin-4-yl-phenyl)-4-methyl-benzenesulfonamideHCID 6740633791%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of N-(4-amino-2,6-diethyl-phenyl)-4-methyl-benzenesulfonamide (70 mg), bis-(2-bromoethyl)ether (33 μL), N,N-diisopropyl-ethylamine (115 μL) and N-methylpyrrolidine (0.3 mL) was heated to 180° C. for 20 minutes in a sealed microwave process vial. The mixture was diluted with ethyl acetate (20 mL), washed with brine (30 mL) and saturated aqueous potassium carbonate (30 mL), and dried over sodium sulfate. The organic phase was concentrated in vacuo to furnish 78 mg (91%) of the title compound. LC-MS (m/z) 389 (MH+); tR=2.77, (UV, ELSD) 57%, 98%. The crude product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501414B2
Source datasetuspto-grants-2009_03
ORD IDord-d9e8fdfc834b4946b7d476ba1a26e87f
Source noteuspto-grants-2009_03