HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(4-fluoro-3-nitrophenyl)-3-(pyrimidin-4-yl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluoro-3-nitroaniline | HCID 67768 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 4-(2-Chloropyridin-3-yl)pyrimidine | HCID 16108974 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(4-fluoro-3-nitrophenyl)-3-(pyrimidin-4-yl)pyridin-2-amine | HCID 66970524 | — |
Reaction Steps
4-(2-Chloro-pyridin-3-yl)-pyrimidine (60 mg, 0.30 mmol), 4-fluoro-3-nitrobenzenamine (56 mg, 0.36 mmol), Pd(OAc)2 (4 mg, 0.012 mmol), rac-BINAP (8 mg, 0.012 mmol) and K2CO3 (829 mg, 6.0 mmol) in toluene (3.0 mL) were reacted overnight at 130° C. The reaction was diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filter, concentrated and purified by silica gel chromatography (0-100% EtOAc/hexanes) yielding the title compound. MS m/z=312 [M+1]+. Calc'd for C15H10FN5O2: 311.28.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07880000B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-36ac806058524600b276656acdf2560a |
| Source note | uspto-grants-2011_02 |