Triethylamine → HCID 67972673, compound

Participants

Reaction Steps

To a mixture of N—BOC-piperazine (2.22 g, 11.93 mmol) and 2-chloromethylbenzoxazole (2 g, 11.93 mmol) in anhydrous THF (20 ml) was added Et3N (2.5 ml, 17.9 mmol) and the resulting mixture stirred at RT overnight. Partitioned between water and EtOAc, organic layer washed with sat. NaCl, dried over MgSO4, filtered and evaporated. The residue purified by MPLC (Biotage Horizon: FLASH 40+M) eluent: 100% Hexanes (190 ml), gradient rising from 100% Hexanes to 50% EtOAc in Hexanes (900 ml), then 50% EtOAc in Hexanes (500 ml) to give 2.63 g (69%) of the title compound as a light pink solid. 1H NMR (CDCl3): 1.45 (s, 9H), 2.58 (m, 4H), 3.49 (m, 4H), 3.89 (s, 2H), 7.33 (m, 2H), 7.53 (m, 1H), 7.71 (m, 1H).

Provenance & Evidence