2-Bromopropane → 5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine

Temperature

80 °C

A mixture of isopropyl bromide (5.0 g, 40.65 mmol) and sodium azide (2.6 g, 40.65 mmol) in t-BuOH/water (1:2) (50 mL) was stirred for 2 h at 80° C. Then the reaction mixture was cooled to room temperature, to which was added 5-bromo-3-ethynyl-pyridin-2-ylamine (0.8 g, 4.065 mmol) and CuI (catalytic amount). The reaction mixture was stirred for 16 h at 80° C. The reaction mixture was cooled to RT, diluted with EtOAc (100 mL) and washed with water (50 mL). The organic layer was washed with brine solution (50 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure to afford crude compound. Crude compound was washed with diethyl ether to afford the title compound as ash colour solid.

1. temperatureThen the reaction mixture was cooled to room temperature, to which
2. stirringThe reaction mixture was stirred for 16 h at 80° C
3. temperatureThe reaction mixture was cooled to RT
4. washwashed with water (50 mL)
5. washThe organic layer was washed with brine solution (50 mL)
6. dry with materialdried over anhydrous Na2SO4 and solvent
7. customwas evaporated under reduced pressure
8. customto afford crude compound
9. washCrude compound was washed with diethyl ether

ORD record

ord-fd4c640655444d879826f6a5b57a6d48

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09393248B1