Réaction #71435

Équation de réaction

dimethyl-[2-(3-nitro-pyrrol-1-yl)-ethyl]-amine

→

title compound

Rendement 80.9%

1-(2-Dimethylamino-ethyl)-1H-pyrrol-3-ylamine

Rendement 80.9%

Solvants

MeOH THF

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered through a pad of celite
2. 2
   Concentrationthe filtrate was concentrated
3. 3
   AutreThe residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 98:1:1→93:6:1)

Mode opératoire

A suspension of dimethyl-[2-(3-nitro-pyrrol-1-yl)-ethyl]-amine (Step 121.2) (650 mg, 3.55 mmol) and Raney Nickel (300 mg) in MeOH/THF (1:1, v/v; 150 mL) was stirred for 7 h at rt, under a hydrogen atmosphere. The mixture was filtered through a pad of celite and the filtrate was concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 98:1:1→93:6:1) to afford 440 mg of the title compound as a red oil. Title compound: ESI-MS: 154.1 [M+H]+; TLC: Rf=0.02 (DCM/MeOH, 9:1).

Source