Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69137597 | HCID 69137597 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 10167602 | HCID 10167602 | 59.8% |
Reaction Steps
1 N Sodium hydroxide (220 μL, 0.22 mmol) was added under nitrogen to a solution of 2-(1-bromo-6-{[(2-butyl-benzofuran-3-carbonyl)-amino]-methyl}-naphthalen-2-yloxy)-3-phenyl-propionic acid methyl ester (107 mg, 0.17 mmol), prepared in the previous step, in 40 mL of methanol plus 10 mL of water at room temperature. After the addition the reaction was stirred at room temperature overnight. By TLC starting material remained. Additional quantities of 1 N NaOH were added until the reaction was complete by TLC. The reaction was acidified by the addition of 1 N HCl and then concentrated under reduced pressure to remove the methanol. The solid formed was collected by filtration and dried under reduced pressure to give the title compound (61 mg, 58%) as a white solid, mp 125-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06589970B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-59742e4e8ea74f9488dd0c57c8aa7806 |
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| Source note | uspto-grants-2003_07 |
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