Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 10879985 | HCID 10879985 | — |
| Reactant | HCID 178516109 | HCID 178516109 | — |
| Catalyst | Zinc trifluoromethanesulfonate | HCID 104671 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178422697 | HCID 178422697 | 57.4% |
Reaction Steps
Zn(OTf)2 (669 mg, 1.84 mmol) was added to a suspension of pyridine-2,6-diol (204 mg, 1.84 mmol) and 2-(3-nitrobenzyl)-3-oxobutyric acid ethyl ester (488 mg, 1.84 mmol) in methanol (10 mL), and the mixture was stirred at 75° C. for 30 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic extract was washed with saturated saline and dried over magnesium sulfate. It was then concentrated under reduced pressure to yield a crude product, which was then purified by column chromatography to yield the title compound (330 mg, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08569378B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-927d2251d6a7449fb2e25f7461a4841e |
|---|
| Source note | uspto-grants-2013_10 |
|---|