Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 22868253 | HCID 22868253 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90828874 | HCID 90828874 | 37% |
Reaction Steps
A pressure vessel (250 mL flask) containing the compound of Example 1A (10.0 g, 20 mmol) was charged with ethylene glycol (20 mL) and pyridine (4 mL) at ambient temperature, sealed and then heated at 120° C. for 4 hours. The reaction was cooled to ambient temperature, diluted with EtOAc (50 mL), and quenched with 1N HCI (30 mL). The layers were separated and the organic layer was washed with 1N HCI (2×30 mL), dried (Na2SO4), and concentrated. Purification by silica gel chromatography (10%->40% acetone/hexanes) provided the title compound (3.5 g, 37%). MS (ESI) m/e 484 (M+NH4)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07521439B2 |
|---|
| Source dataset | uspto-grants-2009_04 |
|---|
| ORD ID | ord-db192792345a4c79b5b185e25eeb8b9a |
|---|
| Source note | uspto-grants-2009_04 |
|---|