Cesium fluoride → 5-(1-Benzyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-2-furan-2-yl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine

Participants

Reaction Conditions

Reaction Steps

5-Chloro-2-furan-2-yl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine (0.5 mmol; see WO 99/43678 A1) was dissolved in 4 mL of DMSO along with 2-benzyl-2,7-diazabicyclo[3.3.0]octane (2 mmol; see U.S. Pat. No. 5,071,999) and 0.7 mmol of CsF. The reaction mixture was stirred at 120° C. for 8 hours. It was then cooled to room temperature and purified by preparative HPLC to afford the title compound. 1H NMR (400 Hz, DMSO-d6) 7.60 (d, J=1.0 Hz, 1H), 7.28 (br s, 2H), 7.22 (d, J=3.6 Hz, 1H), 7.0-7.2 (m, 5H), 6.68 (dd, J=3.6 Hz, 1.0 Hz, 1H) 5.2 (s, 1H), 3.8 (br s, 2H), 2.2-3.2 (m, 10H). m/z: 402 [M+H]+.

Provenance & Evidence