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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087783Generated: October 26, 2026

5-Methyl-2-hexanone → 2-(7-Methyl-1,8-naphthyridin-2-yl)-3-(5-methyl-2-oxohexyl)-1-isoindolinone

https://huagongshe.com/reaction/1087783

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Methyl-2-hexanoneHCID 8034—
ReactantSodium hydrideHCID 24758—
Reactant2-(7-Methyl-1,8-naphthyridin-2-yl)-3-hydroxy-1-isoindolinoneHCID 19900439—
Product2-(7-Methyl-1,8-naphthyridin-2-yl)-3-(5-methyl-2-oxohexyl)-1-isoindolinoneHCID 221638359.5%

Reaction Steps

Working in a manner similar to that described in Example 1, but starting with 3-hydroxy-2-(7-methyl-1,8-naphthyridin-2-yl)-1-isoindolinone (7.9 g), an oily suspension (50% by weight; 2 g) of sodium hydride and 5-methyl-2-hexanone (6.2 g), and stirring the reaction mixture for 3 hours at a temperature in the region of -5° C., and then for 2 hours at 0° C., 2-(7-methyl-1,8-naphthyridin-2-yl)-3-(5-methyl-2-oxohexyl)-1-isoindolinone (1 g), m.p. 155° C., is obtained after recrystallization in ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04960779
Source datasetuspto-grants-1990_10
ORD IDord-73581e2d31fc402997533ab895fa3855
Source noteuspto-grants-1990_10