Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 70664710 | HCID 70664710 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 50991568 | HCID 50991568 | 25.1% |
Reaction Steps
To a solution of 3-((1-(tert-butoxycarbonyl)piperidin-4-yl)(methyl)amino)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid (90.0 mg, 0.23 mmol) in MeOH (20 mL) was added sodium hydroxide (50 mg, 1.25 mol) and water (1 mL). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (5 mL) and adjusted to pH 6 with hydrochloric acid (1N) and concentrated in vacuo. The crude product was purified by Prep-HPLC with the following conditions (3#-Agilent 1200 prep HPLC): Column, X-Bridge Prep C18,19*150 mm; mobile phase, water with 0.5% TFA:CH3CN=(25%-37% CH3CN in 9.0 min); Detector, 5 μm to afford 2-(4-fluorophenyl)-3-(methyl(piperidin-4-yl)amino)quinoxaline-6-carboxylic acid as a yellow solid (22 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08912188B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-a2f109e949cd44869612e9ce8531c561 |
|---|
| Source note | uspto-grants-2014_12 |
|---|