Diisobutylaluminum hydride → HCID 58798988, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 4-(2-fluoro-4-(3-(4-fluorophenylamino)-3-oxopropanamido)phenoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate (66 mg, 0.13 mmol, Example 40) in 20 mL of THF at −78° C. was added DIBAL-H (1 M, 1.65 mL). The reaction mixture was allowed to stir at −78° C. for 1 h and then at room temperature for 2 h. At that time, HPLC analysis indicated the completion of the reaction. The reaction was quenched with 4 mL of MeOH, followed by addition of 4 mL of H2O. The mixture was allowed to stir for 0.5 h and then Na2SO4 was added. The stirring was continued for 1 h. Filtration and concentration gave rise to the title compound (50 mg, 82%). 1H NMR (CD3OD) δ 7.70 (m, 3H), 7.50 (m, 2H), 7.25 (m, 2H), 7.00 (m, 2H), 4.60 (s, 2H), 3.45 (s, 2H), 2.50 (s, 3H); MS(ESI+) m/z 468.2 (M+H)+.

Provenance & Evidence