HCID 66611960, compound → HCID 59548452, compound

Participants

Reaction Steps

A solution of 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-N-(5-fluoro-6-methoxypyridin-3-yl)-2,4′-bipyridin-6-amine (0.139 g, 0.216 mmol) in TFA (8.0 mL) (Aldrich) was heated at 80° C. overnight. The solution was cooled to room temperature and concentrated to about 50% of the original volume under a stream of argon. The remaining mixture was pipetted carefully into a saturated solution of NaHCO3 which had been cooled in an ice bath. The resulting precipitate was removed by filtration and washed with water. The impure solid was suspended in IPA, and the suspension was subjected to filtration. The solid was washed with DMSO, followed by water to give 5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-N-(5-fluoro-6-methoxypyridin-3-yl)-2,4′-bipyridin-6-amine (0.0565 g, 0.140 mmol, 64.8% yield). 1H NMR (400 MHz, d6-DMSO) δ 12.03 (s, 1H); 8.93 (d, J=8.0 Hz, 1H); 8.75 (d, J=5.9 Hz, 2H); 8.54 (d, J=1.8 Hz, 1H); 8.32-8.38 (m, 1H); 8.00 (d, J=5.7 Hz, 2H); 7.95 (br. s., 1H); 7.81 (br. s., 1H); 7.67 (d, J=8.0 Hz, 1H); 3.97 (s, 3H); 2.46 (s, 3H). m/z (ESI, +ve ion) 405.0 (M+H)+.

Provenance & Evidence