Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | HCID 11256899 | HCID 11256899 | — |
| Catalyst | Copper | HCID 23978 | — |
| Product | HCID 11773465 | HCID 11773465 | 23.5% |
Reaction Steps
A mixture of [2-chloro-6-(5-chloro-2-methoxy-phenyl)-pyridin-4-yl]-p-tolyl-amine (60 mg, 0.167 mmol) prepared according to Example 1, copper powder (100 mg, 1.54 mmol) and acetamide (2.0 g, 33.9 mmol) was heated at 180° C. for 3 hours. The mixture was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:1 followed by 3:2) to provide title compound (15 mg, 23% yield). 1H NMR (acetone-d6) δ 2.19 (s, 3H, CH3), 2.32 (s, 3H, CH3), 3.91 (s, 3H, CH3), 7.12 (d, 1H, J=8.8 Hz, Ar), 7.19–7.25 (m, 4H, Ar), 7.35 (dd, 1H, J=8.8 Hz, J=2.8 Hz, Ar), 7.47–7.48 (m, 1H, Ar), 7.86 (s, 1H, NH), 7.89 (d, 1H, J=2.8 Hz, Ar), 8.05 (s, 1H, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208507B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-251e029ca3ef411f83a83d1625ef7807 |
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| Source note | uspto-grants-2007_04 |
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