Hydrochloric Acid → 5,6,7,8-Tetrahydro-[1,2,4]triazolo[1,5-A]pyridin-2-amine

The 12.7% solution of HCl in ethanol (5.35 mL) and 10% Pd—C (50% wet) (2.5 g) were added to the mixture of [1,2,4]triazolo[1,5-a]pyridin-2-ylamine (2.5 g) in ethanol (72 mL). The reaction mixture was hydrogenated at 400 KPa of H2 for 3 days at room temperature. The mixture was filtered and concentrated under reduced pressure. The residue was treated with saturated potassium carbonate solution and extracted with chloroform. The organic layer was dried (Na2SO4) and concentrated under reduced pressure. The title compound was obtained as a pale yellow solid (2.31 g, 90%). 1H-NMR (400 MHz, CDCl3) δ 1.88–1.94 (m, 2H), 1.98–2.05 (m, 2H), 2.77 (t, 2H, J=6.2 Hz), 3.95 (t, 2H, J=6.2 Hz), 4.09 (brs, 2H).

1. filtrationThe mixture was filtered
2. concentrationconcentrated under reduced pressure
3. additionThe residue was treated with saturated potassium carbonate solution
4. extractionextracted with chloroform
5. dry with materialThe organic layer was dried (Na2SO4)
6. concentrationconcentrated under reduced pressure

ORD record

ord-956aa3e6e51546f5b7e295ef250d723d

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07018997B2