Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67582301 | HCID 67582301 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 67582038 | HCID 67582038 | 59.9% |
Reaction Steps
A solution of 4-[(1S,4R)-(4-acetoxycyclopent-2-en-1-yl)oxy]-2-[4-(benzyloxycarbonyl)piperazin-1-yl]quinazoline (2.30 g) and 2N aqueous sodium hydroxide (4.9 ml) in acetone (20 ml) is stirred at room temperature for 18 hours. Acetone is distilled off from the reaction mixture under reduced pressure, and thereto is added ethyl acetate, and the mixture is washed with water, and then dried over anhydrous magnesium sulfate. The solution is evaporated to dryness under reduced pressure, and the resulting residue is purified by medium pressure liquid column chromatography [eluent, chloroform, (chloroform:methanol=200 1, v/v)] to give 2-[4-(benzyloxycarbonyl)piperazin-1-yl]-4-[(1S,4R)-(4-hydroxycyclopent-2-en-1-yl)oxy]quinazoline (1.26 g) as crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05912247 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-2ffba82a9998411ea621edb1a773eb29 |
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| Source note | uspto-grants-1999_06 |
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