Cesium carbonate → {2-[2-(2-Fluoro-ethyl)-2H-tetrazol-5-yl]-ethyl}-carbamic acid tert-butyl ester

Participants

Reaction Steps

To a solution of [2-(2H-Tetrazol-5-yl)-ethyl]-carbamic acid tert-butyl ester 0.45 g, 2.11 mmol) in dry DMF (14 ml) was suspended Cs2CO3 (0.825 g, 2.53 mmol) and the reaction mixture stirred for 15 minutes. 1-Bromo-2-fluoroethane (0.63 ml, 8.44 mmol) was added and the reaction mixture stirred at ambient temperature for 5 hours. The reaction mixture was filtered and the DMF evaporated to afford the crude product as a brown oil. The crude material was absorbed onto silica and purified by silica chromatography eluting with a gradient of 3:1 to 2:1 Ethylacetate:hexane to afford the titled product as a colorless oil.

Provenance & Evidence