Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67204002 | HCID 67204002 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67193289 | HCID 67193289 | 60.1% |
Reaction Steps
To a solution of 3-[8-(Hexahydro-2,5-methano-pentalen-3a-yl)-6-oxo-1-propyl-6,7-dihydro-1H-purin-2-yloxy]-benzoic acid ethyl ester (prepared by following similar, procedure as Example 1, 0.073 g, 0.157 mmol) in a mixture of ethanol (5 ml) water (5 ml) and THF (5 ml) was added sodium hydroxide (0.019 g, 0.473 mmol) and the reaction mixture was heated at 50° C. overnight. The reaction mixture after cooling to room temperature was concentrated under vacuum to remove THF. The aqueous layer was acidified with 1N HCl. The precipitate obtained was extracted with ethylacetate. The ethyl acetate layer was dried over anhydrous sodium sulphate and concentrated under vacuum. The crude product was purified by column chromatography using 5% methanol in DCM as the eluant to give the product (0.041 g, 59%) as an off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796290B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-d80ac2e6245746ffbdb69ee7943a8666 |
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| Source note | uspto-grants-2014_08 |
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