HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 11591451, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 57545194 | HCID 57545194 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 11591451 | HCID 11591451 | — |
Reaction Steps
51.1 mg (0.10 mmol) of (1R*,3S*,3aR*,8bS*)-3a-(4-bromophenyl)-6,8-diethoxy-3-phenyl-2,3,3a,8b-tetrahydrocyclopenta[b]benzofuran-1,8b-(1H)-diol (Example 8A), 4.7 mg (0.07 mmol) of pyrrolidine, 7.1 mg (0.07 mmol) of sodium tert-butoxide, 1.2 mg (0.001 mmol) of tris(dibenzylideneacetone)dipalladium(0) and 1.7 mg (0.003 mmol) of rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl are heated in 0.6 ml of toluene at 80° C. under argon overnight. The mixture is then concentrated, taken up in DMSO and filtered, and the filtrate is purified by preparative HPLC. 14.5 mg (43% of theory) of the product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030347B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-35fb74daefa544dbbeb4fc3e86952d52 |
| Source note | uspto-grants-2011_10 |