Reaction #2161251

ord-c4b9b8d57d234046a9bf3b6c3026b5f2

Reaction equation

CCOC(=O)c1nc([N+](=O)[O-])cn1CC1CC1
ethyl 1-(cyclopropylmethyl)-4-nitro-1H-imidazole-2-carboxylate
[H][H]
hydrogen
CCOC(=O)c1nc(N)cn1CC1CC1
Ethyl 4-amino-1-(cyclopropylmethyl)-1H-imidazole-2-carboxylate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe catalyst is filtered off
  2. 2
    Concentrationthe filtrate is concentrated in vacuo
  3. 3
    OtherThe concentration residue is directly used further for the next reaction

Procedure

3.89 g (16.26 mmol) of ethyl 1-(cyclopropylmethyl)-4-nitro-1H-imidazole-2-carboxylate are dissolved in 50 ml of THF, and a spatula tip of Raney nickel is added. In a hydrogenation apparatus, the reaction mixture is hydrogenated with hydrogen at room temperature. The catalyst is filtered off and the filtrate is concentrated in vacuo. The concentration residue is directly used further for the next reaction.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07919489B2uspto-grants-2011_04