HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyrimidine → N-[(3R,4S)-4-ethoxy-1-pyrimidin-2-ylpyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| 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-pyrimidin-2-ylpyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine | HCID 11466484 | — |
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-bromopyrimidine 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, 2.43, 2.69, 3.53, 3.78, 3.87, 3.99, 4.04, 4.27, 4.91, 5.27, 6.61, 6.97, 7.56, 8.41; IR (diffuse reflectance) 2398 (w), 2352 (w), 2307 (w), 2214 (w), 2173 (w), 1584 (s), 1569, 1549 (s), 1508 (s), 1476 (s), 1397, 1341, 1277, 1175, 1137 (s) cm−1 HRMS (ESI) calcd for C25H30N7O2F3+H1 518.2491. found 518.2479.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07250418B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-09c69188d6c44b18aab320b53046957e |
| Source note | uspto-grants-2007_07 |