Reaktion #836673

ord-93ce48456b634a0dba709a77a8c76f0b

Reaktionsgleichung

CCOC(=O)C(=O)c1c(C(=O)OC)n(C)c2cc(F)ccc12
ethyl 6-fluoro-2-(methoxycarbonyl)-1-methyl-α-oxo-1H-indole-3-acetate
CCOC(=O)C(=O)c1c(C(=O)OC)n(C)c2cc(F)ccc12
Ethyl 6-fluoro-2-(methoxycarbonyl)-1-methyl-α-oxo-1H-indole-3-acetate
NNc1ccccn1
2-pyridinylhydrazine
→
CCOC(=O)c1nn(-c2ccccn2)c(=O)c2c1c1ccc(F)cc1n2C
Ethyl 7-fluoro-5-methyl-4-oxo-3-(pyridin-2-yl)-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate

Edukte

CCOC(=O)C(=O)c1c(C(=O)OC)n(C)c2cc(F)ccc12
ethyl 6-fluoro-2-(methoxycarbonyl)-1-methyl-α-oxo-1H-indole-3-acetate
CCOC(=O)C(=O)c1c(C(=O)OC)n(C)c2cc(F)ccc12
Ethyl 6-fluoro-2-(methoxycarbonyl)-1-methyl-α-oxo-1H-indole-3-acetate
NNc1ccccn1
2-pyridinylhydrazine

Reagenzien

CC(=O)O
acetic acid

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux for 17 h.

Vorschrift

A solution of 0.40 g (1.36 mmol) of ethyl 6-fluoro-2-(methoxycarbonyl)-1-methyl-α-oxo-1H-indole-3-acetate (obtained in stage 1.4.) in 30 ml of absolute ethanol, a few drops of glacial acetic acid and 0.60 g (5.5 mmol) of 2-pyridinylhydrazine is brought to reflux for 17 h.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07402682B2uspto-grants-2008_07