HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043472Generated: November 1, 2026
Cesium carbonate → (S)-1-{2-Chloro-6-[1-(4-fluorophenyl)ethylamino]pyridin-4-yl}ethanone
https://huagongshe.com/reaction/2043472
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | (S)-1-(4-Fluorophenyl)-ethylamine | HCID 2779063 | — |
| Reactant | 1-(2,6-Dichloropyridin-4-YL)ethanone | HCID 22119446 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (S)-1-{2-Chloro-6-[1-(4-fluorophenyl)ethylamino]pyridin-4-yl}ethanone | HCID 86659408 | 16% |
Reaction Steps
535 mg of 1-(2,6-dichloropyridin-4-yl)ethanone (Steps 1 and 2 of Example 29), 391 mg of (S)-(−)-1-(4-fluorophenyl)ethylamine, 262 mg of (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, 1.28 g of cesium carbonate and 63 mg of palladium acetate were added in turn to 10 ml of degassed toluene, and the mixture was stirred at 100° C. for 3 hours under argon atmosphere. The reaction solution was purified by silica gel column chromatography to obtain 132 mg of the objective compound as pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08586591B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-dc0d36fd5b84489a8c4068408cbdcbed |
|---|
| Source note | uspto-grants-2013_11 |
|---|