Sodium Dithionite → HCID 178507225, Verbindung

Temperatur

20 °C

A mixture of 6-bromo-3-fluoro-4-nitro-1H-indazole and 6-bromo-4-nitro-1H-indazole (3:2) (187 mg) was dissolved in methanol (6 ml) and water (1.2 ml) and treated with sodium dithionate (519 mg). The solution was stirred for 2 h at 20° C. then left to stand for 3 days. This solution was then treated with sodium dithionite (438 mg) and stirred at 20° C. for 20 h. The solution was filtered through a filter tube, the residue washed with methanol (5 ml) then the combined filtrates were evaporated to dryness to give a yellow solid. This was treated with ethyl acetate (10 ml) and water (10 ml) and the solid dissolved. The organic phase was separated, dried with sodium sulphate, filtered then evaporated to give a pale yellow solid. This solid was treated with DCM (5 ml), methanol (5 ml) and ethyl acetate (10 ml), but some white solid did not dissolve. The supernatant was pipetted off, then blown to dryness to give a yellow solid which was dissolved in 1:1 methanol:DMSO (1 ml) and purified by mass directed preparative HPLC (Method A). The residue was azeotroped with methanol (5 ml) to give the title compound (19 mg) as a white solid.

1. waitthen left
2. waitto stand for 3 days
3. stirringstirred at 20° C. for 20 h
4. filtrationThe solution was filtered through a filter tube
5. washthe residue washed with methanol (5 ml)
6. customthe combined filtrates were evaporated to dryness
7. customto give a yellow solid
8. dissolutionthe solid dissolved
9. customThe organic phase was separated
10. dry with materialdried with sodium sulphate
11. filtrationfiltered
12. customthen evaporated
13. customto give a pale yellow solid
14. dissolutionsome white solid did not dissolve
15. customto give a yellow solid which
16. customDMSO (1 ml) and purified by mass
17. customThe residue was azeotroped with methanol (5 ml)

ORD-Eintrag

ord-44e6058fb35b40f39c6b435c0fc2c8c9

Quelldatensatz

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08765743B2