6-BROMO-3-PYRIDAZINAMINE

Light brown to yellow solid

A solution of 250 g (1 .05 mol) 3, 6-dibromopyridazine in 1 .2 L 25percent aqueous ammonia was heated to 100°C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75percent) of the title compound. 1 H-NMR (DMSO-d6): δ= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm.A solution of 250 g (1.05 mol) 3, 6-dibromopyridazine in 1.2 L 25percent aqueous ammonia was heated to 100°C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75percent) of the title compound. Intermediate Example 26h 6-bromo ridazin-3-amine A solution of 250 g (1.05 mol) 3, 6-dibromopyridazine in 1.2 L 25percent aqueous ammonia was heated to 100° C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75percent) of the title compound. A solution of 250 g (1 .05 mol) 3, 6-dibromopyridazine in 1 .2 L 25% aqueous ammonia was heated to 100C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75%) of the title compound. 1 H-NMR (DMSO-d6): delta= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm.A solution of 250 g (1.05 mol) 3, 6-dibromopyridazine in 1.2 L 25% aqueous ammonia was heated to 100C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75%) of the title compound. 1 H-NMR (DMSO-d6): delta= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm.Intermediate Example 26h 6-bromo ridazin-3-amine A solution of 250 g (1.05 mol) 3, 6-dibromopyridazine in 1.2 L 25% aqueous ammonia was heated to 100 C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75%) of the title compound. 1 H-NMR (DMSO-d6): delta= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm.A mixture of A solution of 0-2 in THF (20.00 ml, 0.5 M, 10.00 mmol) is added portion-wise to a solution of O-l (500 mg, 2.87 mmol), tris(dibenzylideneacetone)dipalladium (0) (263 mg, 0.290 mmol) and di-t-butylneopentylphosphonium tetrafluoroborate (174 mg, 0.570 mmol) in THF (25 mL), and the resultant mixture is stirred at the ambient temperature for 24 h. The reaction mixture is concentrated and re-dissolved in MeOH (10 mL) and filtered through a pad of diatomaceous earth. The filter pad is washed with MeOH (3 x 5 mL) and the filtrate is concentrated. The residue is purified using reverse phase HPLC chromatography (C-18 column eluting with 5% to 60% acetonitrile in water containing 0.1% formic acid). The product is further purified on Si02 eluting with a gradient of 1-10% MeOH in DCM to afford 0-3.To 4-(4, 4, 5, 5-tetramethyl-[1 , 3, 2]dioxaborolan-2-yl)-3, 6-dihydro-2H-pyridine-1-carboxylic acid tert- butyl ester (26.7 g, 86.2 mmol) and To ie/f-butyl 3-(4, 4 5, 5-tetramethyl-1 , 3, 2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1 ]-oct-2-ene-8- carboxylate (1 .93 g, 5.75 mmol) and To a solution of phenyl {4-[(3-chloro-1 -{[2-(trimethylsilyl)ethoxy]methyl}-1 H-pyrrolo[2, 3- b]pyridin-4-yl)oxy]-3, 5-difluorophenyl}carbamate (150 mg, 275 muetaetaomicronIota, intermediate 44) in DMF (2.1 mL) was added

Molecular Weight:174.00
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:172.95886
Monoisotopic Mass:172.95886
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes