HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-2-methoxypyridine → trans-N-(2-methoxypyridin-3-yl)-2,2-dimethyl-3-phenylcyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-2-methoxypyridine | HCID 2737488 | — |
| Reactant | (1S,3S)-2,2-dimethyl-3-phenylcyclopropane-1-carboxylic acid | HCID 68582304 | — |
| Product | trans-N-(2-methoxypyridin-3-yl)-2,2-dimethyl-3-phenylcyclopropanecarboxamide | HCID 86709743 | 88.4% |
Reaction Steps
2,2-Dimethyl-trans-3-phenylcyclopropanecarboxylic acid (400 mg, 2.1 mmol) and 2-methoxy-3-pyridinamine (261 mg, 2.1 mmol) were reacted as described under General Procedure D to furnish the title compound (550 mg, 88%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.69-8.64 (m, 1H), 7.90 (s, 1H), 7.85-7.83 (m, 1H), 7.32-7.19 (m, 5H), 6.92-6.88 (m, 1H), 4.06 (s, 3H), 2.84 (d, J=5.7 Hz, 1H), 1.90 (d, J=5.7 Hz, 1H), 1.41 (s, 3H), 0.98 (s, 3H). mp 152-154° C. ESIMS m/z [M+H]+ 297.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062013B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-18c8e13427e24f209dd2c8ade627c47f |
| Source note | uspto-grants-2015_06 |