Reaktion #62045

ord-448d33eadda545649617d500921c9522

Reaktionsgleichung

CC(CO)NC(=N)C1=CSNC1(O)Nc1cccc(C(=O)n2ccc3ccccc32)c1
3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxy-N-(1-hydroxypropan-2-yl)isothiazole-4-carboximidamide
N#Cc1c(O)nsc1Nc1ccc(C(=O)N2CCc3ccccc32)cc1
3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxyisothaizole-4-carbonitrile
N#Cc1c(O)nsc1Nc1ccc(C(=O)N2CCc3ccccc32)cc1
5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-isothiazole-4-carbonitrile
CC(N)CO
2-amino-propan-1-ol
CC(CO)NC(=N)c1c(O)nsc1Nc1ccc(C(=O)C2CNc3ccccc32)cc1
5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine
CC(CO)NC(=N)c1c(O)nsc1Nc1ccc(C(=O)C2CNc3ccccc32)cc1
5-[4-(2,3-dihydro-indole-3-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    Einengenconcentrated to dryness
  3. 3
    Sonstigepurified by column chromatography

Vorschrift

5-[3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxy-N-(1-hydroxypropan-2-yl)isothiazole-4-carboximidamide 6: 5-[3-(3-(1H-indole-1-carbonyl)phenylamino]-3-hydroxyisothaizole-4-carbonitrile 5: (0.362 gm, 1 mmol) was taken into anhydrous EtOH (10 ml) and to this 2-amino-propan-1-ol (0.375 gm, 5 mmol) was added. The reaction mixture was stirred at 80° C. for 16 h., then concentrated to dryness and purified by column chromatography to provide 5-[4-(2,3-dihydro-indole-1-carbonyl)-phenylamino]-3-hydroxy-N-(2-hydroxy-1-methyl-ethyl)-isothiazole-4-carboxamidine 6.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429667B2uspto-grants-2008_09