HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 25105913, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 25105912 | HCID 25105912 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25105913 | HCID 25105913 | 40% |
Reaction Steps
To a solution of Example 65C (26.5 mg, 0.077 mmol) in tetrahydrofuran (0.5 mL)/methanol (0.5 mL) was added 2N NaOH (77 μL, 0.154 mmol). The reaction mixture was stirred at room temperature overnight, and neutralized with 2N HCl (0.154 mmol). It was purified by reverse phase HPLC C-18 column, eluting with a 5-100% CH3CN gradient in 10 mM ammonium acetate(aq.)) to provide the title compound as a white solid (10 mg, 40% yield). 1H NMR (300 MHz, DMSO-d6) δ 8.42 (s, 1H), 8.31 (s, 2H), 5.31 (s, 1H), 4.37 (d, J=5.43 Hz, 1H), 2.49 (s, 3H), 2.48-2.50 (m, 1H), 1.26-2.13 (m, 9H). MS (ESI) m/z 330 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076344B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-805d20c79d6548e1a588dd99485748f1 |
| Source note | uspto-grants-2011_12 |