Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68312961 | HCID 68312961 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68312906 | HCID 68312906 | 100.2% |
Reaction Steps
To a solution of 2-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]-2-methylpropionic acid methyl ester (39.2 mg, 0.0922 mmol) in MeOH (1.5 mL) was added 1M NaOH (0.46 mL) and the mixture was heated at 100° C. for 1 h using microwave irradiation. After cooling to RT, the organic solvent was removed in vacuo and the pH of the resulting mixture was adjusted to 8 by addition of 1M HCl. The mixture was then subjected to column chromatography (C18, gradient 25-40% MeOH in H2O followed by C18, gradient 1-20% MeOH in H2O) affording 2-[2-(2-Isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]-2-methylpropionic acid (38 mg, quantitative). LCMS: RT 2.82 min [M+H]+ 412.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090628B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-16d101d383214f3988b03ffc76367b68 |
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| Source note | uspto-grants-2015_07 |
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