(2S,4R)-tert-butyl 2-(azidomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate → (2S,4R)-tert-butyl 2-(aminomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate
Reaktionsgleichung
[N:1]([CH2:4][C@@H:5]1[CH2:9][C@@H:8]([O:10][C:11]2[CH:16]=[N:15][C:14]([CH:17]3[CH2:19][CH2:18]3)=[CH:13][N:12]=2)[CH2:7][N:6]1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[N+]=[N-]>N.CO.[Ni]>[NH2:1][CH2:4][C@@H:5]1[CH2:9][C@@H:8]([O:10][C:11]2[CH:16]=[N:15][C:14]([CH:17]3[CH2:18][CH2:19]3)=[CH:13][N:12]=2)[CH2:7][N:6]1[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
The product from Example 174C (2.54 g, 7.05 mmol) in 7 M ammonia-methanol (30 mL) was added to Raney®-nickel 2800 water slurry (2.54 g, 43.3 mmol; washed once with methanol) in a 250 mL stainless steel pressure bottle. The mixture was shaken under 30 psi of hydrogen at room temperature for 4 hours with periodic venting of nitrogen gas. The mixture was filtered through a 0.45 micron nylon filter, and the volatiles were removed in vacuo to give the title compound.