Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Fluoro-1-propanol | HCID 68042 | — |
| Reactant | (2',4'-Diisopropyl-3-methoxy-6-methyl-6'-propyl-2-biphenylyl)[bis(2-methyl-2-propanyl)]phosphine | HCID 56641709 | — |
| Reactant | HCID 86706700 | HCID 86706700 | — |
| Catalyst | Palladium, di-mu-chlorobis(eta3-2-propenyl)di- | HCID 61538 | — |
| Product | HCID 86706699 | HCID 86706699 | — |
Reaction Steps
Di-tert-butyl (6′-bromo-5′-fluoro-4-methoxy-5″-methyl-3′H-dispiro[cyclohexane-1,2′-indene-1′,2″-imidazol]-4″-yl)imidodicarbonate (Intermediate 15, 0.261 g, 0.44 mmol), di-tert-butyl(2′,4′,6′-triisopropyl-3-methoxy-6-methylbiphenyl-2-yl)phosphine (0.012 g, 0.03 mmol), cesium carbonate (0.053 mL, 0.66 mmol), allylpalladium chloride dimer (3.1 mg, 8.78 μmol) and 3-fluoropropan-1-ol (0.069 g, 0.88 mmol) were placed in a tube. The tube was capped and inerted by vacuum-nitrogen purge cycles. Toluene (3 mL) was added and the mixture was heated at 90° C. o.n. More 3-fluoropropan-1-ol (0.069 g, 0.88 mmol) was added, and the reaction was heated for another 3 h. The mixture was allowed to cool to r.t. and was then filtered and concentrated. The product was used directly in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09000183B2 |
|---|
| Source dataset | uspto-grants-2015_04 |
|---|
| ORD ID | ord-e5ad7677dac0406c90aa1da3bc093bc4 |
|---|
| Source note | uspto-grants-2015_04 |
|---|