6-Methoxy-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one synthesis
- Product Name:6-Methoxy-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one
- CAS Number:33050-33-8
- Molecular formula:C6H6N4O2
- Molecular Weight:166.14
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![6-CHLORO[1,2,4]TRIAZOLO[4,3-B]PYRIDAZIN-3(2H)-ONE](/CAS/GIF/33050-32-7.gif)
33050-32-7
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Yield:33050-33-8 99%
Reaction Conditions:
in tetrahydrofuran at 65; for 1.5 h;
Steps:
Synthesis of 6-methoxy-2H,3H-[1,2,4]triazolo[4,3-b]pyridazin-3-one (0769) (Intermediate 34)
5.4M Sodium methoxide in MeOH (271 μL) was added to a suspension of 6-chloro-2H,3H-[1,2,4]triazolo[4,3-b]pyridazin-3-one (Intermediate 33-1) (50 mg, 0.29 mmol) in THF (2 mL). The reaction was heated at 65 °C for 1.5 h, then cooled and diluted with EtOAc. The solid was collected by filtration, washed with EtOAc and dried to yield the title compound 73 mg (99% yield) as a yellow solid. 1H NMR (250 MHz, D2O) d 7.54 (d, J = 9.9 Hz, 1H), 6.65 (d, J = 9.9 Hz, 1H), 3.93 (s, 3H). LCMS (0771) (Analytical Method D) Rt= 0.62, MS (ESIpos): m/z= 166.8 [M+H]+.
References:
WO2020/97609,2020,A1 Location in patent:Page/Page column 168