Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Methyl 5-bromopyridine-3-carboxylate | HCID 699336 | — |
| Reactant | 3-Hydroxyazetidine | HCID 1514290 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 71205429 | HCID 71205429 | 13% |
Reaction Steps
A mixture of methyl 5-bromonicotinate (2.00 g, 9.26 mmol), azetidin-3-ol (1.01 g, 9.26 mmol), Cs2CO3 (9.06 g, 27.8 mmol), BINAP (1.15 g, 1.85 mmol) and Pd(OAc)2 (0.44 g, 1.85 mmol) in dry dioxane (115 mL) was heated overnight at 85° C. under N2 atmosphere. The resulting mixture was filtrated, concentrated under reduced pressure and purified by prep-HPLC to give compound 11a (250 mg, 13%) of as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09139539B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-a68232a4c65b43f0bab25d60f382bf99 |
|---|
| Source note | uspto-grants-2015_09 |
|---|
