Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67280049 | HCID 67280049 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67280154 | HCID 67280154 | 92.9% |
Reaction Steps
Ethyl 4-[bis(tert-butoxycarbonyl)amino]-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulene-8-carboxylate (0.92 g) was dissolved in methanol (10 ml) under cooling in an ice bath. A 1 N sodium hydroxide solution (10 ml) was added, and the mixture was stirred for 16 hours while gradually returning to room temperature. The reaction solution was neutralized with a 0.5 N hydrochloric acid solution, and then the solvent was concentrated. The resulting residue was diluted with chloroform and washed with a 10% citric acid solution, and the organic layer was dried over sodium sulfate. The solvent was evaporated, and the resulting residue was recrystallized from hexane and ethyl acetate to obtain the title compound as a solid (0.68 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08158638B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-10a2abdadfbd435996043bb5f8f8f9d4 |
|---|
| Source note | uspto-grants-2012_04 |
|---|