HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59853014, compound → HCID 59852861, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59853014 | HCID 59853014 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | HCID 59852861 | HCID 59852861 | 88% |
Reaction Steps
A solution of tert-butyl 4-(2-acetamidopyridin-4-yloxy)-3-fluorophenylcarbamate (110 mg, 0.30 mmol) in 4 M HCl/1,4-dioxane (1.5 mL) was stirred at 0° C. for 20 min then at room temperature for 25 min. The mixture was diluted with EtOAc (25 mL) and saturated aq. NaHCO3 solution (20 mL), and stirred vigorously for 5 min. The EtOAc phase was washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound (69 mg, 87%) as a yellow solid. 1H NMR (DMSO-d6) δ 10.49 (s, 1H), 8.13 (d, 1H, J=5.6 Hz), 7.60 (m, 1H), 6.95 (dd, 1H, J=8.6, 9.2 Hz), 6.60 (dd, 1H, J=2.5, 5.6 Hz), 6.48 (dd, 1H, J=2.5, 13.2 Hz), 6.40 (dd, 1H, J=2.0, 8.6 Hz), 5.44 (s, 2H), 2.02 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459562B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-25632c6501b24f72808a2fb13fb31bec |
| Source note | uspto-grants-2008_12 |