Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68775916 | HCID 68775916 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68777040 | HCID 68777040 | 91.8% |
Reaction Steps
To a solution of 5-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-5,6-dihydro-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid ethyl ester (100 mg, 0.17 mmol) in THF (5 mL) and water (5 mL), was added lithium hydroxide (43 mg, 1.03 mmol). The reaction mixture was stirred at r.t. overnight. After the completion of the reaction as confirmed by TLC, the reaction mixture was cooled to 0° C. and neutralized with 10% HCl solution to pH˜4. The compound was extracted with ethylacetate (15 mL). The organic layer was washed with water, separated, dried over Na2SO4 and concentrated in vacuo to afford 5-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-5,6-dihydro-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid (85 mg, 89%) as a viscous gel which was used without further purification for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455479B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-1ee99d3edc134d52ba5168e0bfca0ecc |
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| Source note | uspto-grants-2013_06 |
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