HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 53629688, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(Azetidin-1-ylcarbonyl)-2,3-dichloropyridine | HCID 53629616 | — |
| Reactant | methyl 3-hydroxy-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate | HCID 59127187 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 53629688 | HCID 53629688 | 121.2% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of methyl 3-hydroxy-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate (2.35 g, 10.39 mmol), 5-(azetidin-1-ylcarbonyl)-2,3-dichloropyridine (2.41 g, 10.39 mmol) and potassium carbonate (2.87 g, 20.8 mmol) in acetonitrile (20 mL) was stirred in a microwave reactor at 160° C. for 6 hours. The solvent was removed in vacuo and the residue partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with brine (50 mL), dried (MgSO4), and the solvent removed in vacuo. The crude oil was chromatographed on silica, eluting with 30-100% ethyl acetate in isohexane, to give the desired compound as a yellow oil (5.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977328B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-0b3e55eb32ea423cb31babffbc68bc7a |
| Source note | uspto-grants-2011_07 |