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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046501Generated: October 30, 2026

Sodium hydride → HCID 76750928, compound

https://huagongshe.com/reaction/2046501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6-Chloro-1-hexyneHCID 272001—
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—
ProductHCID 76750928HCID 76750928—

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, (50 mg, 0.145 mmol), 6-chloro-1-hexyne (21 μl, 0.174 mmol) and sodium hydride (60% dispersion in oil) (11 mg, 0.465 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 methanol (20 ml) and the resulting solution was filtered. The solvent was removed under reduced pressure. The title compound was purified by preparative HPLC (mass directed fraction collection).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592430B2
Source datasetuspto-grants-2013_11
ORD IDord-7bccfa4cdeb44e92af0ecb641cf58ad7
Source noteuspto-grants-2013_11