1-Tert-butylpiperazine → HCID 66558242, compound

Participants

Reaction Steps

To a solution of 4-[1-(propan-2-yl)-1H-1,2,4-triazol-5-yl]-9-oxa-3,6-diazatricyclo[8.4.0.02,6]tetradeca1(14),2,4,10,12-pentaene-13-carbaldehyde (50 mg, 0.16 mmol) in EtOH (5.0 mL) was added 1-tert-butylpiperazine (46 mg, 0.32 mmol) and Ti(Oi-Pr)4 (88 mg, 0.31 mmol). The mixture was stirred at room temperature for 30 min. NaBH3CN (20 mg, 0.32 mmol) was added and the reaction mixture was further stirred at room temperature for overnight. The solid was filtered, and the filtrate was concentrated and purified by reverse phase combiflash eluting with a 0-70% gradient of CH3CN in 0.3% NH4HCO3 to give 108 (16 mg, 25% yield). LCMS (ESI): RT=4.92 min, m/z: 450.4 [M+H+]. 1H NMR (500 MHz, CD3OD): δ 8.41 (d, J=2 Hz, 1H), 7.92 (d, J=3 Hz, 1H), 7.20 (dd, J=8.5 Hz, 2.5 Hz, 1H), 7.00 (d, J=8.5 Hz, 1H), 5.90-5.85 (m, 1H), 4.43-4.51 (m, 4H), 3.47 (s, 2H), 2.51-2.39 (m, 8H), 1.51-1.46 (m, 6H), 0.98 (s, 9H)

Provenance & Evidence