反应详情

温度

120 °C

3,5-dichloropyridazine (1.6 g, 10.74 mmol), ethyl (cis)-2-aminocyclohexanecarboxylate hydrochloride (CA, 2.454 g, 11.81 mmol), and triethylamine (5.63 mL, 32.2 mmol) were added to DMSO (10.0 ml) and heated for 5 hrs at 120° C. and then allowed to stir at room temperature for 24 hr. Solvents were removed in vacuo. The residue was dissolved in EtOAc and then poured into sat. sodium bicarb. The aqeuous layer was removed and back extracted with EtOAc. The combined organics were washed with brine, dried over sodium sulfate and concentrated to an oil. Purification on biotage again (DCM:MeOH, 0-9% B) and concentration afforded the product, I-22a, as a solid (2.207 g, 71.7%).

1. customSolvents were removed in vacuo
2. dissolutionThe residue was dissolved in EtOAc
3. additionpoured into sat. sodium bicarb
4. customThe aqeuous layer was removed
5. extractionback extracted with EtOAc
6. washThe combined organics were washed with brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated to an oil
9. customPurification
10. concentrationon biotage again (DCM:MeOH, 0-9% B) and concentration
11. customafforded the product, I-22a