HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyridine → N-[(3R,4S)-4-ethoxy-1-pyridin-2-yl pyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | 5-(2,4-dichlorophenyl)-N-[(3R,4S)-4-ethoxy-1-(1,3-thiazol-2-yl)pyrrolidin-3-yl]-3,6-diethylpyrazin-2-amine | HCID 11785177 | — |
| Reactant | N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine | HCID 58914567 | — |
| Product | N-[(3R,4S)-4-ethoxy-1-pyridin-2-yl pyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine | HCID 11432306 | — |
Reaction Steps
Following the procedure for the preparation of 5-(2,4-dichlorophenyl)-N-[(3R,4S)-4-ethoxy-1-(1,3-thiazol-2-yl)pyrrolidin-3-yl}-3,6-diethylpyrazin-2-amine but substituting 2-bromopyridine and starting with N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine provided the title compound as an amorphous solid. 1H NMR (CDCl3) δ 1.15, 1.30, 2.44, 2.70, 3.43, 3.58, 3.75˜3.85, 4.05, 4.27, 4.90, 5.32, 6.46, 6.62, 6.97, 7.52, 7.56, 8.20; IR (diffuse reflectance) 2352 (w), 2338 (w), 2257 (w), 2175 (w), 2025 (w), 1600 (s), 1559, 1475 (s), 1443 (s), 1397, 1339, 1277, 1239, 1174, 1137 (s) cm−1 HRMS (ESI) calcd for C26H31N6O2F3+H1 517.2538. found 517.2533.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07250418B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-f47c681772544456bedd92a989b86729 |
| Source note | uspto-grants-2007_07 |