Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | HCID 69763899 | HCID 69763899 | — |
| Solvent | Benzyl Alcohol | HCID 244 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69764691 | HCID 69764691 | — |
Reaction Steps
To a solution of 7-cyano-1-(3,4-dichloro-benzyl)-6-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (3.60 g, 8.06 mmol) in benzyl alcohol (10 mL) is added KOH (3.00 g), and the reaction mixture is stirred at 160° C. for 0.5 h. The reaction mixture is allowed to cool to rt and is acidified with 2 M aqueous HCl. The reaction mixture is partitioned with EtOAc (3×20 mL). The combined organic phases are washed with brine, dried over MgSO4, filtered, and evaporated to yield a yellow oil. Chromatography over silica gel with CH2Cl2:MeOH 19:1 and then with MeOH provides the title compound as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06815451B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-79e2adb4ba0047dfbc8319a8c56531d8 |
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| Source note | uspto-grants-2004_11 |
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