Tert-butyl 2-(4-nitro-1H-imidazol-1-YL)ethylcarbamate → Tert-butyl 2-(4-amino-1H-imidazol-1-YL)ethylcarbamate

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Reaction Steps

A flask containing compound 39.2 (400 mg, 1.56 mmol) and 10% (dry basis) palladium on activated carbon (−50% wet, Deguessa, 664 mg, ˜0.312 mmol) in MeOH (6.0 mL) was sealed with a septum and purged with nitrogen followed by hydrogen. The mixture was stirred under hydrogen (balloon pressure) at ambient temperature for 3 hours. After completion of the reaction, the mixture was filtered through a plug of celite and concentrated. The residue was dried under high-vacuum to yield 353 mg (quantitative) of [2-(4-amino-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester (compound 39.3) as a solid, ES (+) MS m/e=227 (M+H+).

Provenance & Evidence