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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046494Generated: October 27, 2026

Sodium hydride → 2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(2-(4-methyl-piperazin-1-yl)-ethyl)-oxime

https://huagongshe.com/reaction/2046494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(2-Chloroethyl)-4-methylpiperazine dihydrochlorideHCID 11183940—
Reactant2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oximeHCID 76750894—
Reactant2-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oximeHCID 86653555—
SolventWaterHCID 962—
Product2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(2-(4-methyl-piperazin-1-yl)-ethyl)-oximeHCID 76750886—

Reaction Steps

The title compound was prepared from 2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oxime, compound 66, (100 mg, 0.290 mmol), 1-(2-chloro-ethyl)-4-methyl-piperazine dihydrochloride (82 mg, 0.348 mmol) and sodium hydride (60% dispersion in oil) (52 mg, 1.31 mmol), following the same procedure used for 2-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime (compound 88), except after addition of water the solvent was removed under reduced pressure. The crude material was taken up in ethylacetate (20 ml) and the resulting solution was filtered. The solvent was removed under reduced pressure and the title compound was purified by column chromatography eluting with dichloromethane/methanol (90/10).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592430B2
Source datasetuspto-grants-2013_11
ORD IDord-fbeac3e8335248c28ecbbf0165e5f446
Source noteuspto-grants-2013_11