3-AMINO-4-PYRIDAZINECARBOXYLIC ACID

Synthesis of methyl 3-aminopyridazine-4-carboxylate. To a mixture of 3-Aminopyridazine-4-carboxylic acid (200 mg, 1.43 mmol) and benzaldehyde(0.18 mL, 1.73 mmol) were stirred in DMF (3 mL) at 90 C for four days. The reaction mixture was allowed to cool tort and sodium triacetoborohydride (605 mg, 2.86 mmol) was added. The reaction was stirred for 16 h. The reaction was quenched with water and extracted with EtOAc. The extracts were dried (Na2S04) and concentrated. The residuewas purified by column chromatography (0-20% MeOH/DCM). The relevant fractionswere concentrated to give 6.3 mg (4%) of the title compound. 1H NMR (500 MHz, DMSO-d6): 8 8.51 (d, 1H, 5Hz), 7.63 (d, 1H, J = 5.0 Hz), 7.30-7.39 (m, 4H), 7.22-7.25 (m, 1H), 4.72 (br s, 2H). [M+H] calc'd for C1zHuN302, 230; found 230.

Molecular Weight:139.11
XLogP3:-0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:139.038176411
Monoisotopic Mass:139.038176411
Topological Polar Surface Area:89.1
Heavy Atom Count:10
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes