HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-(3-piperazin-1-yl-propyl)-oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(3-Chloropropyl)piperazine dihydrochloride | HCID 44784982 | — |
| 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-piperazin-1-yl-propyl)-oxime | HCID 76750904 | — |
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-(3-chloro-propyl)-piperazine dihydrochloride (82 mg, 0.350 mmol) and sodium hydride (60% dispersion in oil) (18 mg, 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 (UV directed fraction collection).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592430B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-80774948088642e3bdc3c0153908c570 |
| Source note | uspto-grants-2013_11 |