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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419691Generated: November 1, 2026

Sodium hydride → (2S)-2-[1-(3-chloro-benzyl)-2-oxo-1,4-dihydro-2H-quinazolin-3-yl]-3-Methyl-butyric acid tert-butyl ester

https://huagongshe.com/reaction/419691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(Bromomethyl)-3-chlorobenzeneHCID 69838—
Reactant(2S)-3-Methyl-2-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-butyric acid tert-butyl esterHCID 66650119—
SolventDimethyl SulfoxideHCID 679—
Product(2S)-2-[1-(3-chloro-benzyl)-2-oxo-1,4-dihydro-2H-quinazolin-3-yl]-3-Methyl-butyric acid tert-butyl esterHCID 53628862—

Reaction Steps

To a mixture of (2S)-3-methyl-2-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-butyric acid tert-butyl ester (633 mg, 2.08 mmol) and 3-chlorobenzyl bromide (470 mg, 2.29 mmol) in DMSO (10 mL) was added sodium hydride (75 mg, 1.87 mmol) and the reaction mixture was stirred at room temperature for 40 hours. To this reaction was then added sat. aq. NH4Cl and the mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4), filtered and evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093392B2
Source datasetuspto-grants-2012_01
ORD IDord-6391a9b8a67b4bb797cf2510573a7bbe
Source noteuspto-grants-2012_01