Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-cyclopentyl-2-(1-oxo-1H-phthalazin-2-yl)-propionic acid methyl ester | HCID 66894022 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66891968 | HCID 66891968 | 94.3% |
Reaction Steps
A solution of 3-cyclopentyl-2-(1-oxo-1H-phthalazin-2-yl)-propionic acid methyl ester (1.76 g, 5.85 mmol) in methanol (3.9 mL, 1.5M) was treated with a 4N aqueous sodium hydroxide solution (1.61 mL, 6.44 mmol) and stirred at 25° C. for 4 h. At this time, the reaction was concentrated in vacuo. The residue was diluted with water (100 mL) and was acidified with a 2N aqueous hydrochloric acid solution and then extracted with a solution of 90/10 methylene chloride/methanol (3×100 mL). The combined organics were dried over sodium sulfate, filtered and concentrated in vacuo to afford 3-cyclopentyl-2-(1-oxo-1H-phthalazin-2-yl)-propionic acid (1.58 g, 94%) as a white solid; ES+-HRMS m/e calcd for C16H18N2O3 [M+H+] 287.1390, found 287.1390.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258134B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-99330e7e110c4ffcb49850c99e9d7fec |
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| Source note | uspto-grants-2012_09 |
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