Acetic Acid → HCID 137329041, compound

Participants

Reaction Conditions

Reaction Steps

7-[3-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (1.12 g, 2.90 mmol) was dissolved in methanol (20 mL) and sodium tungstate dihydrate (77.3 mg, 0.234 mmol), acetic acid (1.37 mL, 24.2 mmol) and 50% hydrogen peroxide (610 uL, 10.7 mmol) were added. The reaction mixture was then stirred and heated at 65° C. for 4 hours. Once the reaction was complete, 25 mL of 10% Na2S2O3 was added and the reaction was stirred for 5 minutes. The reaction was diluted with saturated NaHCO3 and the product was collected by filtration to obtain 7-[3-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-methanesulfonyl-pyrrolo[2,1-f][1,2,4]triazine as a yellow solid (818 mg, 67%). m.p.=61-65° C.; LCMS (m/e)=418 (M+H); 1H-NMR (d6-DMSO, 400 MHz) δ 9.40 (s, 1H), 8.21-8.06 (m, 2H), 7.77 (d, 1H, J=4.6 Hz), 7.60-7.50 (m, 1H), 7.48-7.37 (m, 2H), 4.81 (s, 2H), 3.46 (s, 3H), 0.91 (s, 9H), 0.11 (s, 6H).

Provenance & Evidence