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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 907361Erstellt: 25. Oktober 2026

1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride → 1-Methyl-4-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[3-(dimethylamino)propyl]-1H-pyrrole-2-carboxamide

https://huagongshe.com/reaction/907361

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chlorideHCID 11063185—
Eduktn-[3-(Dimethylamino)propyl]-1-methyl-4-nitro-1h-pyrrole-2-carboxamideHCID 15625149—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-Methyl-4-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-N-[3-(dimethylamino)propyl]-1H-pyrrole-2-carboxamideHCID 1543187667%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

N-[3-(Dimethylamino)propyl]-1-methyl-4-nitro-1H-pyrrole-2-carboxamide (0.241 g, 0.95 mmol; see step (i) above) was dissolved in methanol (10 mL) and cooled to 0° C., Pd/C (55 mg) was then added in small portions and the solution stirred under H2 for 3 h. The solution was then filtered and the solvent removed under reduced pressure. A solution of 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (0.179 g 0.95 mmol; see Preparation 1(ii) above) in DCM (10 mL) was then added and allowed to stir for 1 h at RT, the solvent was removed under reduced pressure, the crude product obtained was separated on basified silica using a 1:1 solution of methanol ethyl acetate to yield the sub-title compound (0.239 g, 67%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08012967B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-843c25deab984983a2d6ce0a340077e8
Quellennotizuspto-grants-2011_09