HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Hydroxy-7-(4-methoxy-phenoxy)-isoquinoline-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | 7-(4-Methoxy-phenoxy)-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester | HCID 66712618 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Hydroxy-7-(4-methoxy-phenoxy)-isoquinoline-3-carboxylic acid methyl ester | HCID 89812835 | 85% |
Reaction Steps
To a mixture of 4-hydroxy-7-(4-methoxy-phenoxy)-isoquinoline-3-carboxylic acid butyl ester (prepared according to U.S. Pat. No. 7,928,120) (20 mg, 0.054 mmol) in DMF (0.5 mL) was added 0.5 M NaOMe/MeOH (0.32 mL, 0.16 mmol). The resultant mixture was microwaved at 80° C. for 1.5 h. Reaction mixture was diluted with water (70 mL) and acidified by 1 N HCl to pH=4. Precipitate was collected and dried in vacuo to provide the title compound 15 mg (0.046 mmol) in 85% yield. LC-MS ESI+: 326.10 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-97af080638c941cda5e3d65001748358 |
| Source note | uspto-grants-2016_08 |