Hydrochloric Acid → HCID 66712301, compound

Participants

Reaction Steps

Prepare mixture of N-tert-Butyl-3-(2-hydroxy-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide (75 mg, 0.22 mmol), N-Phenylbis(trifluoromethanesulphonimide) (77 mg, 0.22 mmol), N,N-Diisopropylethylamine (0.113 mL, 0.650 mmol), and N,N-Dimethylformamide (2.0 mL, 26 mmol) and stir at room temperature for half an hour. Add 2-Methyl-benzoxazol-5-ylamine; hydrochloride (52 mg, 0.28 mmol) and stir at 80° C. overnight. The reaction was concentrated, dissolved in 2 mL DMSO, filtered and placed onto the Gilson. The most pure fractions were combined basified with sat. sodium bicarbonate, extracted with DCM, dried filtered, and concentrated to give N-tert-Butyl-3-[2-(2-methyl-benzoxazol-5-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide as a yellow solid (40 mg, 40%). MP=212-214° C. LCMS (E/I+) 477 (M+H). NMR 1H (DMSO-d6)-9.64 (s, 1H), 9.06 (s, 1H), 8.55 (d, 1H, J=8.20 Hz), 8.47 (s, 1H), 8.00 (s, 1H), 7.86 (d, 1H, J=8.06 Hz), 7.68-7.85 (m, 3H), 7.60 (d, 1H, J=8.86 Hz), 7.23 (d, 1H, J=4.86 Hz), 7.01 (d, 1H, J=4.86 Hz), 2.60 (s, 3H), 1.12 (s, 9H).

Provenance & Evidence