Ethyl orthoformate → HCID 25115734, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-fluoro-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N6-(5-methyl-1H-pyrazol-3-yl)-5-nitropyridine-2,6-diamine (Intermediate 42, 3.05 mmol) in EtOH (5 ml) were added SnCl2.2H2O (1.74 g, 9.18 mmol) and triethyl orthoformate (0.652 ml). The resulting solution was heated to 70° C. overnight. The mixture was allowed to cool to room temperature and filtered through Celite® and washed with EtOAc. Evaporation of the volatiles under reduced pressure gave a colored residue that was purified by Gilson (5%→95% MeCN/H2O) to give the title compound. LC-MS: 357 [M+1]. 1H NMR δ 2.01 (d, 3H) 2.34 (s, 3H) 6.46-6.55 (m, 1H) 8.20 (s, 1H) 8.72 (s, 1H) 8.87 (s, 2H) 9.72 (s, 1H) 9.86 (s, 1H).

Provenance & Evidence