HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine, 4-methoxy-2-(tributylstannyl)- → 4-Fluoro-1-(4-fluoro-3-(4-methoxypyridin-2-yl)phenyl)-1-(pyrimidin-5-yl)-1H-isoindol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine, 4-methoxy-2-(tributylstannyl)- | HCID 57516635 | — |
| Reactant | 1-(3-Bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine | HCID 58579533 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Fluoro-1-(4-fluoro-3-(4-methoxypyridin-2-yl)phenyl)-1-(pyrimidin-5-yl)-1H-isoindol-3-amine | HCID 58579516 | 14.9% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
4-Methoxy-2-(tributylstannyl)pyridine (265 mg, 0.67 mmol), 1-(3-bromo-4-fluorophenyl)-4-fluoro-1-(pyrimidin-5-yl)-1H-isoindol-3-amine (178.3 mg, 0.44 mmol) and tetrakis(triphenylphosphine)palladium(0) (138 mg, 0.11 mmol) were mixed in dry DMF (2.00 mL) and heated in a microwave reactor at 110° C. for 305 min. The resulting product mixture was filtered and purified by preparative-HPLC to give the title compound (28.2 mg, 12% yield):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030500B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-fb86257dcf5b418d8c03a358f5d70dd7 |
| Source note | uspto-grants-2011_10 |