Diisopropylethylamine → HCID 23633265, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-amino-4-methoxypyrimidine (50.0 mg; 0.39 mmol), triphosgene (43.0 mg; 0.14 mmol) and diisopropylethylamine (60.7 mg; 0.47 mmol) in THF (2.0 mL) was heated at 70° C. for 4 h. A solution of 4-(4-amino-3-fluoro-phenoxy)-pyridine-2-carboxylic acid methylamide (102.3 mg; 0.39 mmol) in DMF (1.0 mL) was then added, and the reaction mixture was heated at 70° C. for another 8 h, then extracted between EtOAc and saturated aqueous NaHCO3. The organic layer was dried and evaporated to give a crude oil that was purified via HPLC to give the title compound (14 mg, 9%). 1H-NMR (CD3OD) δ 8.36 (s, 1H), 8.35 (s, 1H), 8.14 (t, J=8.8 Hz, 1H), 7.46 (d, J=2.4 Hz, 1H), 7.00-6.86 (m, 3H), 6.60 (s, 1H), 3.86 (s, 3H), 2.83 (s, 3H); LC-MS m/z 413 [M+H]+.

Provenance & Evidence