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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472730Generated: October 30, 2026

Bis(tributyltin) oxide → (4-{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-phenyl)-acetic acid

https://huagongshe.com/reaction/472730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(tributyltin) oxideHCID 16682746—
Reactant(4-[1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-phenyl)-acetic acid ethyl esterHCID 68591686—
SolventTolueneHCID 1140—
Product(4-{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-phenyl)-acetic acidHCID 59317701—

Reaction Conditions

Temperature120 °C

Reaction Steps

(4-[1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl}-phenyl)-acetic acid ethyl ester (Intermediate K) (105.4 mg, 0.19 mmol) is added to a stirred solution of Bis(tributyltin)oxide) (2 eq, 0.38 mmol, 193.1 μL) in toluene (10 ml). The mixture is heated at reflux at 120° C. for 72 hours. The toluene is removed in vacuo, and the red/brown oily residue is partitioned between EtOAc and saturated NaHCO3 (5 ml). The resultant precipitate is filtered, washed with NaHCO3, EtOAc, 1M HCl, water, and dried to give the title compound, [M+H]+ 524

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633211B2
Source datasetuspto-grants-2014_01
ORD IDord-a545bf03cf0d4aaf9ba2e9d111ad579d
Source noteuspto-grants-2014_01