HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 89812857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 89812860 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89812857 | HCID 89812857 | 62.8% |
Reaction Steps
Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate (500 mg, 1.56 mmol) and NaOH (375 mg, 9.38 mmol) were dissolved in H2O (13 mL), THF (13 mL) and MeOH (13 mL). After stirring for 2 hours at room temperature, H2O (30 mL) and EtOAc (30 mL) were added. To the stirred mixture was added 1 N hydrochloric acid until pH was 3. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over MgSO4, concentrated to give 300 mg of the title compound. MS: (−) m/z 305.26 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-04aa1abc4616406086e841edd2724bdd |
| Source note | uspto-grants-2016_08 |