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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456507Generated: October 25, 2026

2-Methylmorpholine → 6-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-(2-methylmorpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-yl}naphthalene-2-sulfonamide

https://huagongshe.com/reaction/456507

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylmorpholineHCID 410615—
Reactant(2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acidHCID 69058818—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
Product6-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-(2-methylmorpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-yl}naphthalene-2-sulfonamideHCID 6906632644.9%

Reaction Steps

To polymer N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene (0.038 g) in an Alltech™ tube was added a solution of (2S)-2-((3S)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoic acid (0.007 g) in DCM (0.9 ml) followed by 2-methylmorpholine (0.004 g) in DMF (0.1 ml) and N,N-diisopropylethylamine (0.006 ml). The mixture was shaken at room temperature for 4 days. The tube was drained, the filtrate collected and the resin washed with DCM. The combined DCM solutions were concentrated under reduced pressure and the residue purified by mass directed preparative h.p.l.c. to give the title compound (0.0038 g) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186717B2
Source datasetuspto-grants-2007_03
ORD IDord-72268d37488349729f1ce831ff5da25e
Source noteuspto-grants-2007_03