HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68999942, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Furo[3,4-b]pyridine-5,7-dione | HCID 69688 | — |
| Reactant | HCID 69001756 | HCID 69001756 | — |
| Product | HCID 68999942 | HCID 68999942 | 76.2% |
| Product | HCID 69002709 | HCID 69002709 | — |
Reaction Steps
To a solution of Compound 2 (0.10 g, 0.43 mmol) in THF (2.0 mL), pyridine (0.10 μL, 1.3 mmol) and 2,3-pyridinedicarboxylic anhydride (76 mg, 0.51 mmol) were added and stirred at room temperature for 1.5 hours. The reaction mixture was added with water, extracted with ethyl acetate and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform to chloroform/methanol=90/10), crystallized from ethyl acetate to obtain (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenylcarbamoyl}nicotinic acid or (E)-3-{2-[2-(1H-indazol-3-yl)vinyl]phenylcarbamoyl}pyridine-2-carboxylic acid (63 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605272B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-77afc23341cf495c94153496690c1b10 |
| Source note | uspto-grants-2009_10 |