Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ninhydrin | HCID 10236 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | methyl 5-(2-(1H-imidazol-2-yl)ethoxy)-6-iodonicotinate | HCID 58204813 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58204877 | HCID 58204877 | — |
Reaction Steps
A mixture of methyl 5-(2-(1H-imidazol-2-yl)ethoxy)-6-iodonicotinate (373 mg, 1.00 mmol), Copper(I) oxide (14.3 mg, 0.10 mmol), Ninhydrin (35.6 mg, 0.20 mmol) and potassium carbonate (290 mg, 2.10 mmol) in dimethyl sulfoxide (10.0 mL) was heated at 110° C. for 2 hours. The mixture was poured into 20 ml of water and extracted with ethyl acetate (3×15 ml). The organic extracts were washed with water (3×15 ml), brine, dried over MgSO4 and concentrated. The residue (0.220 g, 90%) was used without further purification in the next step. MS(ESI+): 246.0. 1H NMR (500 MHz, CDCl3) δ 8.77 (d, J=1.9, 1H), 8.10 (s, 1H), 8.04 (d, J=1.9, 1H), 7.08 (s, 1H), 4.47 (t, J=5.1, 2H), 3.97 (s, 3H), 3.46 (t, J=5.1, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09198918B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-9b5d4b3cadfa4f69959ac3a80ca33061 |
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| Source note | uspto-grants-2015_12 |
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