4-Azidomethyl 1-(4-iodophenyl)imidazole → 4-Aminomethyl 1-(4-iodophenyl)imidazole
Reaction equation
[N:1]([CH2:4][C:5]1[N:6]=[CH:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][CH:11]=2)[CH:9]=1)=[N+]=[N-]>CO.[Ni]>[NH2:1][CH2:4][C:5]1[N:6]=[CH:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([I:16])=[CH:12][CH:11]=2)[CH:9]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 4-azidomethyl 1-(4-iodophenyl)imidazole 1-4 (0.725 g, 2.23 mmol) over Ra—Ni (50% aq. slurry, 300 mg) in MeOH (12 mL) was hydrogenated under balloon H2 for 3 h. The mixture was filtrated through CELITE. The filtrate was concentrated in vacuo to give 4-aminomethyl 1-(4-iodophenyl)imidazole I-2 as a solid (0.603 g). MS 300.0 (M+H)
Workup
- filtrationThe mixture was filtrated through CELITE
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-9db868fe78cb44e9898c6fc1afae67cd
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07767697B2
Reaction notes
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