Diisopropylethylamine → HCID 23634343, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-amino-4-t-butylpyrimidine (20.0 mg; 0.13 mmol), triphosgene (14.52 mg; 0.05 mmol) and diisopropylethylamine (20.51 mg; 0.16 mmol) in THF (0.7 mL) was heated at 70° C. for 4 h. A solution of 4-(4-amino-3-fluoro-phenoxy)-pyridine-2-carboxylic acid methylamide (34.5 mg; 0.13 mmol) in DMF (1.5 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 under reduced pressure to give a crude oil that was purified via HPLC to give the title compound (14 mg, 9%). 1H-NMR (CD3OD) δ 8.73 (s, 1H), 8.48 (d, J=4.0 Hz, 1H), 8.29 (t, J=4.0 Hz, 1H), 7.57 (d, J=4.0 Hz, 1H), 7.58-7.08 (m, 3H), 7.01 (s, 1H), 2.94 (s, 3H), 1.36 (s, 9H). LC-MS m/z 439 [M+H]+.

Provenance & Evidence