反应详情

To a solution of 5-(m-tolyl)oxazole-4-carboxylic acid (5.50 g, 27.07 mmol) in DCM (80 mL), TBTU (13.04 g, 40.60 mmol) and DIPEA (13.90 mL, 81.20 mmol) was added. After stirring for 40 min at rt, 2-(4-amino-1H-pyrazol-1-yl)ethanol (3.47 g, 27.07 mmol) dissolved in DCM (10 mL) and DMF (4 mL) was added to the reaction mixture and stirred at rt for 1 h, then the reaction mixture was diluted with DCM and water, the org. layer was separated and the aq. layer extracted with DCM (1×). The combined org. layers were washed with brine, dried (MgSO4), filtered and the solvent was removed under reduced pressure. Purification by FC (DCM/MeOH, 95:5 to DCM/MeOH 9:1) yielded the tiltle compound as a white solid. LC-MS conditions A: tR=0.71 min, [M+H]+=313.44.

1. stirringstirred at rt for 1 h
2. customlayer was separated
3. extractionthe aq. layer extracted with DCM (1×)
4. washlayers were washed with brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customthe solvent was removed under reduced pressure
8. customPurification by FC (DCM/MeOH, 95:5 to DCM/MeOH 9:1)