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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643492Generated: October 30, 2026

Diisopropylethylamine → (5S)-5-({[6-(4-Chlorophenyl)-3,4-dihydro-2,7-naphthyridin-2(1H)-yl]sulfonyl}methyl)-5-methylimidazolidine-2,4-dione

https://huagongshe.com/reaction/643492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(4S)-(4-methyl-2,5-dioxoimidazolidin-4-yl)methanesulphonyl chlorideHCID 16738713—
ReactantHCID 68602782HCID 68602782—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(5S)-5-({[6-(4-Chlorophenyl)-3,4-dihydro-2,7-naphthyridin-2(1H)-yl]sulfonyl}methyl)-5-methylimidazolidine-2,4-dioneHCID 115611318.5%

Reaction Steps

[(4S)-4-Methyl-2,5-dioxoimidazolidin-4-yl]methanesulfonyl chloride (0.086 g, 0.38 mmol) in anhydrous NMP (0.50 mL) was added dropwise to a stirred solution of 6-(4-chlorophenyl)-1,2,3,4-tetrahydro-2,7-naphthyridine (0.046 g, 0.19 mmol), DIPEA (0.066 mL, 0.38 mmol) and anhydrous NMP (1.5 mL) at RT. After the addition was complete the solution was stirred at RT for 1.5 h, then diluted with water (1 mL) and purified by preparative HPLC to afford 0.0070 g (8%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700604B2
Source datasetuspto-grants-2010_04
ORD IDord-fdfb3c4d00664914971dea9cd641c71f
Source noteuspto-grants-2010_04