Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Reactant | HCID 178519541 | HCID 178519541 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 178523500 | HCID 178523500 | 53.5% |
Reaction Steps
Sulphamic acid (34 mg, 0.3 mmol) was added to stirred a mixture of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-[4-(2-formyl-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide (50 mg, 0.1 mmol) in acetone (1 mL). After 2 minutes, sodium chlorite (36 mg, 0.4 mmol) was added and the resulting mixture was stirred at ambient temperature for 1 hour. Water was added and the solid obtained was isolated by filtration to afford 24 mg (53% yield) of 2-(1-{2-[(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetyl}-piperidin-4-yloxy)-benzoic acid. LC/MS [M+H]+: 449.17, 90.6%, 1H NMR (300 MHz, DMSO-d6): δ13.8 (b, 1H), 12.8 (b, 1H), 8.1 (m, 1H), 7.8 (m, 2H), 7.6 (m, 1H), 7.5 (m, 3H), 7.4 (m, 1H), 7.2 (m, 1H), 7.1 (m, 1H), 7.0 (m, 1H), 4.8 (m, 1H), 4.2 (m, 2H), 3.7 (m, 3H), 3.5 (m, 1H), 2.0 (m, 1H), 1.7 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08129376B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-26515f67274a4f8287d91938ed8a7142 |
|---|
| Source note | uspto-grants-2012_03 |
|---|