Nitrogen → 2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-isoxazol-5-ylmethyl]-2H-[1,2,3]triazol-4-ylamine

Temperature

85 °C

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a mixture of 2-[3-(2-methyl-[1,3]dioxolan-2-yl)-isoxazol-5-ylmethyl]-4-nitro-2H-[1,2,3]triazole (95 mg, 0.34 mmol), iron powder (57 mg, 1.01 mmol) and NH4Cl (91 mg, 1.69 mmol) in a mixture of EtOH (2.0 mL) and water (1.0 mL) was stirred at 85° C. for 15 min. The reaction mixture was filtered while hot and concentrated under reduced pressure. CH2Cl2 (10 mL) was added followed by 1N NaOH (10 mL). The aq. layer was extracted with CH2Cl2 (2×10 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to give the title compound as a light yellow oil. LC-MS-conditions 02: tR=0.66 min; [M+H]+=252.34.

1. filtrationThe reaction mixture was filtered while hot and
2. concentrationconcentrated under reduced pressure
3. additionCH2Cl2 (10 mL) was added
4. extractionThe aq. layer was extracted with CH2Cl2 (2×10 mL)
5. dry with materialextracts were dried over MgSO4
6. filtrationfiltered
7. customthe solvents were removed under reduced pressure

ORD record

ord-eefb15718060454ba450425f9b33f176

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08536209B2