Cesium carbonate → HCID 86714681, compound

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Reaction Steps

Into a flask containing ethyl 5-(2-hydroxypropyl)-1H-pyrazole-3-carboxylate (15.65 mmol, 3.2 g) in acetone (60 ml), Cs2CO3 (13.7 g, 99.1 mmol), SEM-Cl (9.3 ml, 51.6 mmol) were added and stirred at RT overnight. The reaction mixture was quenched by the addition of H2O and extracted with EtOAc. The organic layer was concentrated and purified by column-chromatography. Yield 3.8 g. 1H-NMR (400 MHz; CDCl3): δ −0.05 (s, 9H), 0.89 (t, 2H), 1.25 (d, 3H), 1.40 (t, 3H), 2.71-2.83 (m, 3H), 3.57 (t, 2H), 4.34 (q, 2H), 5.79 (s, 2H), 6.74 (s, 1H). LC-MS: [M+1]=329.14.

Provenance & Evidence