Reaktion #47263

Reaktionsgleichung

1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl-methyl)-3-nitro-1H-pyrazole

→

1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl-methyl)-1H-pyrazol-3-ylamine

Ausbeute 98.5%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Sonstigethe solvent was removed

Vorschrift

1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl-methyl)-3-nitro-1H-pyrazole (14.5 g, 63.8 mmol) was diluted in 60 mL of ethanol and 10% palladium on carbon (1.4 g) was added. The mixture was hydrogenated on a Parr apparatus at 50 psi for 16 h. The mixture was filtered and the solvent was removed to afford the product 1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl-methyl)-1H-pyrazol-3-ylamine (12.4 g, 98%) as a pale yellow oil. LR-ES-MS m/z calculated for C9H15N3O2 [M]+ 197, observed [M+H]+ 198. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.24 (s, 3H), 1.30 (s, 3H), 3.70 (dd, J=8.5, 6.0 Hz, 1H), 3.85-4.02 (m, 3H), 4.28 (quin, J=6.0 Hz, 1H), 4.56 (s, 2H), 5.36 (d, J=2.1 Hz, 1H), 7.30 (d, J=2.1 Hz, 1H).

Quelle