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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046492Generated: November 1, 2026

Sodium hydride → 2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-morpholin-4-yl-propyl)-oxime

https://huagongshe.com/reaction/2046492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(3-Chloropropyl)morpholinium chlorideHCID 12296283—
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-(3-morpholin-4-yl-propyl)-oximeHCID 76750901—

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), 4-(3-chloro-propyl)-morpholine hydrochloride (70 mg, 0.348 mmol) and sodium hydride (60% dispersion in oil) (37 mg, 0.928 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 EtOAc (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 (97/3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592430B2
Source datasetuspto-grants-2013_11
ORD IDord-fd71eafaed41452b9541db0fff36df92
Source noteuspto-grants-2013_11