Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 84819635 | HCID 84819635 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86692223 | HCID 86692223 | 75.3% |
Reaction Steps
To a solution of ethyl 3-chloro-6-iodopicolinate (1.6 g, 5.38 mmol) in pyridine (40 mL) was added CuCN (480 mg, 5.36 mmol). The reaction mass was heated at 80° C. for 6 h. Then water was added to the reaction mass and it was extracted with EtOAc. The organic layer was separated, dried, filtered and concentrated to afford 850 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.44 (d, J=8.1 Hz, 1H), 8.28 (d, J=8.4 Hz, 1H), 4.42 (q, J=7.2 Hz, 2H), 1.33 (t, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09006257B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-71047d4a60ae4fdc96c29b80ae5c3ba1 |
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| Source note | uspto-grants-2015_04 |
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