Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 117771406 | HCID 117771406 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117771679 | HCID 117771679 | 91.1% |
Reaction Steps
To a solution of 6-bromo-N-(4-chlorobenzyl)-3-methoxypicolinamide (800 mg, 2.25 mmol) in DMF (10 mL) was added lithium chloride (954 mg, 22.5 mmol), and the mixture was heated at 130° C. for 16 h. The mixture was concentrated in vacuo and the residue was suspended in water. Finally, the crude 6-bromo-N-(4-chlorobenzyl)-3-hydroxypicolinamide (700 mg, yield: 91%) was obtained by filtration. 1H-NMR (DMSO-d6, 400 MHz) δ 12.47 (br s, 1H), 9.67 (s, 1H), 7.71 (d, J=8.8 Hz, 1H), 7.34˜7.42 (m, 5H), 4.46 (d, J=6.0 Hz, 2H). MS (M+H)+: 341/343.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09364482B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-14ecccb627184f3eade86e8baf98e61c |
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| Source note | uspto-grants-2016_06 |
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