6-chloro-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Hydroxylammonium chloride (4.4 g) was suspended in methanol (35 mL) and ethanol (35 mL) and Hiinig Base (10.2 mL) was added at r.t. The mixture was heated to 60° C, Int21.01 (4.4 g) was added portionwise, and the mixture was stirred at 60° C for 2h. The solvent was removed in vacuum and water (150 mL) was added. A solid was collected by filtration and was washed with water and dried in vacuum. Yield: 2.0 g of the title compound. Hydroxylammonium chloride (4.4 g) was suspended in methanol (35 mL), and ethanol (35 mL) and Hiinig Base (10.2 mL) were added at r.t. The mixture was heated to 60°C, Int11.01 (4.4 g) was added portionwise, and the mixture was stirred at 60 °C for 2h. The solvent was removed in vacuum and water (150 mL) was added. A solid was collected by filtration and was washed with water and dried in vacuum. Yield: 2.0 g of the title compound.1H-NMR (300 MHz, DMSO-d6): δ [ppm] = 6.09 (2H), 7.28-7.37 (1 H), 7.39-7.49 (1 H), 8.84 (1 H).Hydroxylammonium chloride (4.4 g) was suspended in methanol (35 mL) andethanol (35 mL) and Hünig Base (10.2 mL) was added at r.t. The mixture washeated to 60°C, Int2l.01 (4.4 g) was added portionwise, and the mixture was stirred at 60°C for 2h. The solvent was removed in vacuum and water (150 mL) was added. A solid was collected by filtration and was washed with water and dried in vacuum.Yield: 2.0 g of the title compound.1H-NMR (300 MHz, DMSO-d6): 6 [ppm] = 6.09 (2H), 7.28-7.37 (1H), 7.39-7.49Hydroxylammonium chloride (4.4 g) was suspended in methanol (35 mL) and ethanol (35 mL) and Hünig Base (10.2 mL) was added at r.t. The mixture was heated to 60° C., Int21.01 (4.4 g) was added portionwise, and the mixture was stirred at 60° C. for 2 h. The solvent was removed in vacuum and water (150 mL) was added. A solid was collected by filtration and was washed with water and dried in vacuum.Yield: 2.0 g of the title compound.To a stirred suspension of Int21.02 (76.3 mg) in toluene (3 mL) and NMP (0.3 mL) was added Int02.05 (150 mg), chloro(2-dicyclohexylphosphino-2?, 4?, 6?-tri-isopropyl-1, 1?-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) methyl-tert-butylether adduct (37.4 mg), X-Phos (22.0 mg) and powdered potassium phosphate (336 mg). The flask was degassed twice and backfilled with argon. The mixture was heated to reflux for 2 h. The reaction mixture was filtered through an aminophase-silicagel column and the solvent was removed in vacuum. Silicagel chromatography gave a solid that was triturated with ethanol to give 120 mg of the title compound.1H-NMR (300 MHz, DMSO-d6), delta [ppm]=3.91 (3H), 3.96-4.78 (4H), 5.28-5.58 (1H), 7.23-7.32 (2H), 7.61-7.72 (2H), 8.29 (1H), 8.47 (1H), 9.15-9.21 (1H).

Molecular Weight:168.58
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:168.0202739
Monoisotopic Mass:168.0202739
Topological Polar Surface Area:56.2
Heavy Atom Count:11
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes