Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-cyclopentyl-2-{4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-propionic acid methyl ester | HCID 66874961 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57919322 | HCID 57919322 | 42% |
Reaction Steps
A solution of 3-cyclopentyl-2-{4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-propionic acid methyl ester (386 mg, 1 mmol) in dioxane (5 mL) was treated with a 6N aqueous hydrochloric acid solution (5 mL). The reaction solution was stirred at 25° C. overnight and then concentrated in vacuo. Chromatography afforded 3-cyclopentyl-2-{4-[2-(2-hydroxy-ethyl)-phenoxy]-6-oxo-6H-pyridazin-1-yl}-propionic acid (156 mg, 42%); LC-MS: 373 (M+1)+, tR=3.28 min. Purity on HPLC: tR=5.98 min, 97.9% (214 nm), 96.5% (254 nm). 1H NMR (300 MHz, DMSO-d6): δ12.95 (s, 1H, broad), 8.14 (s, 1H), 7.46-7.20 (m, 4H), 6.37 (d, 1H, J=2.7 Hz), 5.31 (dd, 1H, J=10.5 Hz, J=4.5 Hz), 4.70 (t, 1H, J=5.4 Hz), 3.59-3.52 (m, 2H), 3.66 (t, J=6.6 Hz, 1H), 2.17-1.97 (m, 2H), 1.58-1.01 (m, 9H).
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-df48e37ede5947c684ef3dcccca49d81 |
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| Source note | uspto-grants-2012_09 |
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