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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 259647Generated: October 30, 2026

Sodium hydride → HCID 21422099, compound

https://huagongshe.com/reaction/259647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Methyl-1-piperazinecarbonyl chlorideHCID 3016935—
ReactantHCID 21422072HCID 21422072—
SolventTetrahydrofuranHCID 8028—
SolventHexamethylphosphoramideHCID 12679—
ProductHCID 21422099HCID 2142209980.6%

Reaction Steps

Following the procedure of Example 4 but starting with 2-(1,6-naphthyridin-2-yl)-3-hydroxy-isoindolin-1-one (1.7 g.) in anhydrous tetrahydrofuran (17 cc.), sodium hydride (50% dispersion in mineral oil) (0.58 g.), 1-chlorocarbonyl-4-methylpiperazine (0.5 g.) in anhydrous tetrahydrofuran (5 cc.) and hexamethylphosphotriamide (4.5 cc.), a product (1.3 g.), melting at 215° C., is obtained. After washing with diisopropyl ether (30 cc.), this product is dissolved in methylene chloride (40 cc.). After filtration, the solution is concentrated to dryness to yield 3-(4-methylpiperazin-1-yl)carbonyloxy-2-(1,6-naphthyridin-2-yl)isoindolin-1-one (1 g.) melting at 215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04038391
Source datasetuspto-grants-1977_07
ORD IDord-7e35c4f8973b463c826e2ae9fe07ba02
Source noteuspto-grants-1977_07