HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1,2,3,4-Tetrahydroisoquinoline-6-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Azanium;hydrate | HCID 22024077 | — |
| Reactant | 1-(6-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethanone | HCID 23155411 | — |
| Product | 1,2,3,4-Tetrahydroisoquinoline-6-carbonitrile | HCID 10241065 | — |
Reaction Steps
The compound (2.23 g) obtained in Example 17-2 was dissolved in NMP (27 ml) and added with cuprous cyanide (1.56 g) and the whole was refluxed under heating for 4 hours. After completion of the reaction, the whole was cooled with ice and added with water and ammonium water. The resultant was subjected to extraction with chloroform and dried with magnesium sulfate. The solvent was distilled off under reduced pressure. The resultant was dissolved in diethyl ether and added with a 4 mol/l hydrogen chloride/dioxane solution. The precipitate was filtrated and washed with diethylether. The resultant was dried under heating, thereby obtaining a hydrochloride (1.95 g) of the subject compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932281B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-e7bfc4c124ed4374a8f0b48dc4b7d156 |
| Source note | uspto-grants-2011_04 |