HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 59496607, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Reactant | tert-Butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 10538586 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59496607 | HCID 59496607 | 109.8% |
Reaction Steps
tert-Butyl 5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.025 g, 0.10 mmol) was combined with 3-(bromomethyl)benzonitrile (Aldrich, 145610) (0.029 g, 0.15 mmol), acetonitrile (2.0 mL) and cesium carbonate (0.065 g, 0.20 mmol) and was stirred at r.t. overnight. This was diluted with ethyl acetate, filtered to remove the solids and concentrated under reduced pressure to give crude tert-butyl 5-(3-cyanobenzyloxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.040 g) as a semisolid. Analytical LCMS (M+Na)+: m/z=387.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481732B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5c3f7cf940cc47f3bc97f9b6bd673ac2 |
| Source note | uspto-grants-2013_07 |