Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pentane | HCID 8003 | — |
| Reactant | HCID 21486938 | HCID 21486938 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 21486934 | HCID 21486934 | — |
Reaction Steps
2.0 Parts of 6-benzyloxy-N-(2-diisopropylamino-ethyl)-7-methoxy-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide is dissolved in approximately 80 parts of methanol. 0.2 Part of a 5% palladium-on-carbon catalyst is added and the mixture is shaken at room temperature and a pressure of about 2 psi for approximately 23 hours or until one molecular equivalent of hydrogen has been absorbed. The catalyst is removed by filtration and the filtrate is concentrated under reduced pressure to give an oil which solidified upon trituration with n-pentane. That solid is crystallized from a mixture of methylene chloride and n-hexane to afford N-(2-diisopropylaminoethyl)-6-hydroxy-7-methoxy-1-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide, melting at about 91°-92°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04001244 |
|---|
| Source dataset | uspto-grants-1977_01 |
|---|
| ORD ID | ord-7778dee7569e4cadbb1d172560a91542 |
|---|
| Source note | uspto-grants-1977_01 |
|---|