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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(3-Chloropropyl)morpholinium chloride | HCID 12296283 | — |
| Reactant | 2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one oxime | HCID 76750894 | — |
| Reactant | 2-amino-7-(4-fluoro-biphenyl-2-yl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-dimethylamino-propyl)-oxime | HCID 86653555 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-morpholin-4-yl-propyl)-oxime | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592430B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-fd71eafaed41452b9541db0fff36df92 |
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| Source note | uspto-grants-2013_11 |
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