4,5-Pyridazinediamine(9CI)

The Pd/C (5percent), 5 g) was added to the mixture of intermediate 1 1 (17 g, 81.7 mmol, 1 eq.) in MeOH (1000 ml). The solution was stirred overnight at 25°C under the atmosphere of (50 psi). The catalyst was filtered through a diatomite pad. The solvent was removed under vacuum. (15 g, crude yield 100percent) of intermediate 12 was isolated. Step 3 : synthesis of pyridazine-4, 5-diamine 13 The potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to the mixture of intermediate 12 (15 g, 82 mmol, 1 eq.) in MeOH (150 ml) and CHThe Pd/C (5%), 5 g) was added to the mixture of intermediate 1 1 (17 g, 81.7 mmol, 1 eq.) in MeOH (1000 ml). The solution was stirred overnight at 25C under the atmosphere of (50 psi). The catalyst was filtered through a diatomite pad. The solvent was removed under vacuum. (15 g, crude yield 100%) of intermediate 12 was isolated. Step 3 : synthesis of pyridazine-4, 5-diamine 13 The potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to the mixture of intermediate 12 (15 g, 82 mmol, 1 eq.) in MeOH (150 ml) and CH2C12 (150 ml). The solution was stirred overnight at room temperature. The solution was filtered and the filtrate was concentrated under vacuum intermediate 13 was isolated (9 g, yield 95%>).The mixture of intermediate 13 (4.6 g, 41.8 mmol, 1 eq.) and ethyl 2-oxoacetate (10.2 g, 50.1 mmol, 1.2 eq. 50% in toluene) in EtOH (240 ml) was stirred overnight at 80C. The solvent was removed under vacuum. The residue was reflux for 3 h in CH3CN, and then filtered to give pure intermediate 14 (3.07 g, yield 49.7%).[0463] Example 17 [0464] Synthesis of N-cyclopropyl-3-(4-(2, 4-difluorobenzyl)piperazin-l-yl)pyrazino[2, 3- d]pyridazin-2-amine, 2, 2, 2-trifluoroacetic acid salt [0465] Step 1 : pyrazino[2, 3-d]pyridazine-2, 3(lH, 4H)-dione [0466] A solution of [0579] Example 34 [0580] Synthesis of 3-(4-(2-fluoro-4-methoxyphenoxy)piperidin-l-yl)-N- isopropylpyrazino[2, 3-d]pyridazin-2-amine, 2, 2, 2-trifluoroacetic acid salt [0581] Step 1 : pyrazino[2, 3-d]pyridazine-2, 3(lH, 4H)-dione [0582] A mixture of EXAMPLE 6 2-(2-Methoxy-4-methyl-phenyl)-imidazo[4, 5-d]pyridazine hydrochloride This compound was prepared analogous to from

Molecular Weight:110.12
XLogP3:-1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:110.059246208
Monoisotopic Mass:110.059246208
Topological Polar Surface Area:77.8
Heavy Atom Count:8
Complexity:64.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes