反应详情

2-Fluoro-4-iodoaniline (3.0 g, 12.6 mmol), 3-methylpyrazole (1.22 mL, 15.18 mmol), Cs2CO3 (8.66 g, 26.58 mmol) and CuI (0.072 g, 0.379 mmol) were placed in a flask under nitrogen. The flask was evacuated under vacuum and refilled with nitrogen (5 times). 1,4-Dioxane (15 mL) was added followed by trans-1,2-diaminocyclohexane (152 μL, 1.266 mmol). The reaction mixture was heated under reflux for 36 h. Mixture cooled and filtered. Solvents removed. Residue purified by silica gel flash chromatography eluting with a gradient of EtOAc in hexanes (0 to 30%). This purification afforded 1 as a pale brown solid (0.917 g, 38%). MS: APCI (AP+): 192.0 (M)+.

1. customThe flask was evacuated under vacuum
2. additionrefilled with nitrogen (5 times)
3. addition1,4-Dioxane (15 mL) was added
4. temperatureThe reaction mixture was heated
5. temperatureunder reflux for 36 h
6. temperatureMixture cooled
7. filtrationfiltered
8. customSolvents removed
9. customResidue purified by silica gel flash chromatography
10. washeluting with a gradient of EtOAc in hexanes (0 to 30%)
11. customThis purification