HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(5-bromo-3,6-diethylpyrazin-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine → N-[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(5-bromo-3,6-diethylpyrazin-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine | HCID 22147533 | — |
| Reactant | (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol | HCID 58583246 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | N-[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine | HCID 22147463 | — |
Reaction Steps
Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting N-(5-bromo-3,6-diethylpyrazin-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine, ethylene glycol dimethyl ether and tetrakis(triphenylphosphine) palladium and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ) 8.50, 7.73, 7.51, 7.36–7.28, 7.17, 5.88, 4.67, 3.26–3.08, 2.86, 2.70, 2.51, 2.05–1.96, 1.29, 1.12; HRMS (FAB) calcd for C22H22Cl2N4+H 413.1299, found 413.1286.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07041672B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-9d9673cec4624d04922492d872229c40 |
| Source note | uspto-grants-2006_05 |