Reaktion #51432

ord-437bfcf42a734cadaba4bc4b65654239

Reaktionsgleichung

COC(=O)c1cc2ccc([N+](=O)[O-])cc2[nH]1
6-Nitro-1H-indole-2-carboxylic acid methyl ester
CN(C)CCN
N1,N1-dimethyl-ethane-1,2-diamine
→
CN(C)CCNC(=O)c1cc2ccc([N+](=O)[O-])cc2[nH]1
yellow solid
Ausbeute 84.0%
CN(C)CCNC(=O)c1cc2ccc([N+](=O)[O-])cc2[nH]1
6-Nitro-1H-indole-2-carboxylic acid (2-dimethylamino-ethyl)-amide
Ausbeute 84.0%

Edukte

COC(=O)c1cc2ccc([N+](=O)[O-])cc2[nH]1
6-Nitro-1H-indole-2-carboxylic acid methyl ester
CN(C)CCN
N1,N1-dimethyl-ethane-1,2-diamine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas evaporated
  2. 2
    SonstigeThe oily residue was triturated with n-hexane

Vorschrift

500 mg (2.27 mmole) 6-Nitro-1H-indole-2-carboxylic acid methyl ester was dissolved in 4 mL neat N1,N1-dimethyl-ethane-1,2-diamine, was kept at 55° C. overnight and was evaporated. The oily residue was triturated with n-hexane to give 528 mg (84%) yellow solid which was no further purified. MS: 277.13 (calcd for M+H+:277.13)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06849713B2uspto-grants-2005_02