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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324347Generated: October 29, 2026

Water → 2-tert-Butoxycarbonylmethyl-4-(3-chloro-4-methoxybenzyl)amino-6-cyano-1(2H)-phthalazinone

https://huagongshe.com/reaction/324347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant4-(3-Chloro-4-methoxybenzyl)amino-6-cyano-1(2H)-phthalazinoneHCID 15524302—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-tert-Butoxycarbonylmethyl-4-(3-chloro-4-methoxybenzyl)amino-6-cyano-1(2H)-phthalazinoneHCID 22004394153.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-(3-Chloro-4-methoxybenzyl)amino-6-cyanol-1(2H)-phthalazinone (0.20 g) prepared in Example 21 was dissolved in 5 ml of N-methyl-2-pyrrolidinone, followed by the addition of 0.14 g of t-butyl bromoacetate and 0.24 g of potassium carbonate. The obtained mixture was stirred at 80° C. for 4 hours and poured into water, followed by extraction with ethyl acetate. The organic phase was washed with water twice and with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate and freed from the solvent by vacuum distillation. The title compound (0.41 g) was obtained as a yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218392B1
Source datasetuspto-grants-2001_04
ORD IDord-a4f227f2de6844ed8b80d6f56d138f20
Source noteuspto-grants-2001_04