Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 71248884 | HCID 71248884 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71246296 | HCID 71246296 | 79% |
Reaction Steps
In a 25-mL flask, 4-{[1-(2-bromo-benzenesulfonylamino)-cyclohexanecarbonyl]-amino}-adamantane-1-carboxylic acid methylester (140 mg, 0.253 mmol) was charged, and dissolved through addition of tetrahydrofuran (5 mL), and methanol (5 mL). Lithium hydroxide dissolved in purified water (5 mL) was added thereto, followed by stirring for 12 hours at room temperature. After the reaction was completed, the resultant solution was vacuum-evaporated, acidified with 2N hydrochloric acid aqueous solution to pH 1-2, and extracted with addition of ethyl acetate (20 ml). The organic layer was added with magnesium sulfate so as to remove remaining moisture. Through filtering and vacuum distillation, the solvent was removed so as to obtain 4-{[1-(2-bromo-benzenesulfonylamino)-cyclohexanecarbonyl]-amino}-adamantane-1-carboxylic acid (106 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09073830B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-ad26446a062c4d01905c430e9c04b80f |
|---|
| Source note | uspto-grants-2015_07 |
|---|