Water → 6-(6-(2,4-Difluorophenyl)-1-methyl-1H-imidazo[1,2-a]imidazol-5-yl)-3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazine

6-(2,4-Difluorophenyl)-5-(3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)imidazo[2,1-b]oxazole (0.200 g, 0.526 mmol, Example #8), 40% methylamine in water (1.50 mL, 15.4 mmol) and 1,4-dioxane (1 mL) were heated in a CEM® microwave at about 120° C. (250 psi maximum pressure, 10 min ramp, 300 max watts) for about 55 min. The mixture was concentrated under reduced pressure then treated with HOAc (1.5 mL). The solution was stirred at ambient temperature for about 1 h then the material was purified by RP-HPLC (Table 1, Method f). The desired fractions were collected and concentrated under reduced pressure to remove most of the ACN. The precipitate which formed was collected by filtration and washed with water (3 mL) then dried overnight under vacuum at about 70° C. to give the title compound (0.115 g, 56%): LC/MS (Table 1, Method g) Rt=1.88 min; MS m/z: 394.2 (M+H)+.

1. concentrationThe mixture was concentrated under reduced pressure
2. additionthen treated with HOAc (1.5 mL)
3. customthe material was purified by RP-HPLC (Table 1, Method f)
4. customThe desired fractions were collected
5. concentrationconcentrated under reduced pressure
6. customto remove most of the ACN
7. customThe precipitate which formed
8. filtrationwas collected by filtration
9. washwashed with water (3 mL)
10. customthen dried overnight under vacuum at about 70° C.

ORDレコード

ord-9d362dc1e75444bc9fb8094a13d0e040

出典データセット

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08188083B2