HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58154664, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | HCID 58154530 | HCID 58154530 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 58154664 | HCID 58154664 | 75.4% |
Reaction Steps
A mixture of 2-chloro-N-(pyridin-3-ylmethyl)quinolin-8-amine (160 mg, 0.59 mmol), 3-pyridylboronic acid (111 mg, 0.9 mmol), PdCl2(dppf).CH2Cl2 complex (53 mg, 0.06 mmol), K2CO3 (248 mg, 1.8 mmol) and dioxane/H2O (5:1, 6 ml) was stirred at 80° C. for 3 h under N2. The reaction was filtered, concentrated and purified by prepTLC (4:1 pentane/ethyl acetate) to give 2-(pyridin-3-yl)-N-(pyridin-3-ylmethyl)quinolin-8-amine as a yellow solid (139 mg, yield 75%). MS (ESI) calcd for C20H16N4 (m/z): 312.14. found: 313 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685970B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-2779f07398a642739b4c443c250b6ed9 |
| Source note | uspto-grants-2014_04 |