HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86606903, compound → 4-Amino-5-cyano-N-[(2,5-dimethoxyphenyl)methyl]-6-(1-methylethoxy)-2-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86606903 | HCID 86606903 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Amino-5-cyano-N-[(2,5-dimethoxyphenyl)methyl]-6-(1-methylethoxy)-2-pyridinecarboxamide | HCID 49830931 | 100.4% |
Reaction Steps
The azide from Example 102C (10 mg, 0.025 mmol) was hydrogenated in MeOH under a hydrogen balloon with cat. 10% Pd/C for 1 hour. The reaction mixture was filtered through a celite plug and washed with MeOH. The combined filtrate was evaporated and pumped in vacuo to provide the titled compound as a white solid (9.3 mg, 100% yield). 1H NMR (300 HZ, DMSO-d6) δ 8.81 (t, J=6.3 Hz, 1H), 7.30 (broad s, 2H), 7.04 (s, 1H), 6.93 (d, J=8.8 Hz, 1H), 6.79 (dd, J=8.8, 3.1 Hz, 1H), 6.71 (d, J=3.1 Hz, 1H), 5.53 (quintet, J=6.4 Hz, 1H), 4.41 (d, J=6.4 Hz, 2H), 3.79 (s, 3H), 3.65 (s, 3H), 1.31 (d, J=6.4 Hz, 6H). MS (m/e) 371 (M+H)+, 393 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888374B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-77f3954a7fa043f2ac833dba885cdc0b |
| Source note | uspto-grants-2011_02 |