Iminomethanaminium acetate → 6-Chloropyrrolo[2,1-f][1,2,4]triazin-4-amine

Temperatur

80 °C

To a stirred suspension of 1-amino-4-chloro-1H-pyrrole-2-carbonitrile (3.4 g, 24.02 mmol) in EtOH (160 mL) was added formamidinium acetate (25 g, 240.2 mmol). The mixture was heated to 80° C. over night. TLC analysis indicated that there was complete conversion of starting material. The reaction mixture was cooled to room temperature and then filtered. Ethanol was removed under reduced pressure and the remaining solids were purified by column chromatography (EtOAc) to afford 2.2 g of the above compound (13.1 mmol, yield 54%). 1H-NMR (MeOD-d4) δ 7.77 (s, 1H), 7.56 (d, J=1.6 Hz, 1H), 6.82 (d, J=1.6 Hz, 1H); LCMS RT=1.30 min; MS {M+H]+=168.8

1. temperatureThe reaction mixture was cooled to room temperature
2. filtrationfiltered
3. customEthanol was removed under reduced pressure
4. customthe remaining solids were purified by column chromatography (EtOAc)

ORD-Eintrag

ord-2236b01d6d374a0d9cd609b470d330d3

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08829185B2