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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927305Generated: November 1, 2026

Sodium Hydroxide → 8-Chloro-3-(3-(4-(pyrimidin-2-yl)piperazine-1-carbonyl)benzyl)quinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/927305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-Pyrimidinyl)piperazineHCID 88747—
Reactant1-(3-Carboxybenzyl)quinazoline-2,4(1H,3H)-dioneHCID 68388782—
Reactant8-chloro-3-(3-methoxycarbonylbenzyl)quinazoline-2,4(1H,3H)-dioneHCID 68389114—
Reactant8-chloro-3-(3-carboxybenzyl)quinazoline-2,4(1H,3H)-dioneHCID 86708861—
Product8-Chloro-3-(3-(4-(pyrimidin-2-yl)piperazine-1-carbonyl)benzyl)quinazoline-2,4(1H,3H)-dioneHCID 68388851—

Reaction Steps

The compound was prepared from 8-chloro-3-(3-carboxybenzyl)quinazoline-2,4(1H,3H)-dione (prepared from 8-chloro-3-(3-methoxycarbonylbenzyl)quinazoline-2,4(1H,3H)-dione and NaOH using a procedure similar to those of compound of Example 2), and 2-(piperazin-1-yl)pyrimidine using a procedure similar to those described for the synthesis of compound of Example 3. 1H NMR (DMSO-d6): 11.15 (s, 1H), 8.38 (d, J=4.8 Hz, 2H), 7.95 (d, J=7.8 Hz, 1H), 7.82 (d, J=7.5 Hz, 1H), 7.50-7.30 (m, 4H), 7.23 (t, J=7.8 Hz, 1H), 6.67 (t, J=4.8 Hz, 1H), 5.14 (s, 2H), 3.90-3.55 (m, 8H). MS: m/z 477.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290460B2
Source datasetuspto-grants-2016_03
ORD IDord-f2c8603542764cc6b004415797d97a52
Source noteuspto-grants-2016_03