Ethylenediamine → HCID 57537536, compound

Participants

Reaction Conditions

Reaction Steps

2-Amino-5-[4-chloro-3-(4,5-difluoro-2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-nicotinamide (76 mg, 0.136 mmol) was dissolved in trifluoroacetic acid (3 mL) and stirred at 23° C. for 45 minutes. The solution was concentrated under vacuum and taken up in methanol (10 mL). Ethylenediamine (100 μL, 5.39 mmol) was added, and the mixture was stirred at 35° C. for 20 minutes. Methanol was removed under vacuum. The crude was taken up in methanol (0.5 mL) and water (1 mL) was added. The resulting precipitate was collect by filtration to afford 2-Amino-5-[4-chloro-3-(4,5-difluoro-2-methoxy-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-nicotinamide (49.6 mg, 0.108 mmol, 80% yield). 1H-NMR [500 MHz, d6-DMSO] δ: 8.18 (s, 1H), 8.05 (d, 1H), 7.56 (s, 1H), 7.47 (d, 1H), 7.35 (m, 1H), 7.15 (m, 1H), 6.15 (s, 2H), 6.68 (s, 2H), 2.95 (s, 6H); MS [MH+] m/z: 458.

Provenance & Evidence