Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 23155812 | HCID 23155812 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 68743553 | HCID 68743553 | 8.5% |
Reaction Steps
In 10 ml of tert-butanol, 250 mg of 3-amino-4-oxo-2-[3-(4-quinolin-2-ylpiperazin-1-yl)propylthio]-3,4-dihydroquinazolin-7-carboxylic acid as synthesized in Example 1-57 was dissolved, to which 52 mg of triethylamine, and further 147 mg of DPPA, were added by the order stated. This mixture was heated under reflux for an overnight. Distilling the solvent off under reduced pressure, the residue was purified on silica gel column chromatography (chloroform:methanol=50:1). The purified product was added to 8 ml of 4N hydrochloric acid-dioxane solution, stirred for an hour, and an excessive amount of triethylamine was added. Distilling the solvent off under reduced pressure, the residue was purified on silica gel column chromatography (chloroform:methanol=50:1) to provide 20 mg (8%) of 3,7-diamino-2-[3-(4-quinolin-2-ylpiperazin-1-yl)propylthio]-3H-quinazolin-4-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07799775B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-980eeffbd9574f5e9d8501eed57519bc |
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| Source note | uspto-grants-2010_09 |
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