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Hydrochloric Acid → N-Ethyl-N'-[3-(3-fluorophenyl)-1H-5-indazolyl]urea

HRID 1610106
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1610106
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C(OC(C)(C)C)=O)[N:6]=[C:5]2[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1.[CH2:25]([N:27]=[C:28]=[O:29])[CH3:26].Cl.C(=O)([O-])O.[Na+]>O1CCCC1>[CH2:25]([NH:27][C:28]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1)=[O:29])[CH3:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8022Ethyl isocyanateHCID 516892Sodium BicarbonateHCID 222606241h-Indazole-1-carboxylic acid,5-amino-3-(3-fluorophenyl)-,1,1-dimethylethyl ester

Produkt 1

HCID 23589670N-Ethyl-N'-[3-(3-fluorophenyl)-1H-5-indazolyl]urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

To a solution of 50 mg of tert-butyl 5-amino-3-(3-fluorophenyl)-1H-1-indazolecarboxylate produced in Production Example I-26 in 5.ml tetrahydrofuran was added 0.015 ml of ethyl isocyanate, and the mixture was stirred at room temperature for 2 hours. After the completion of the reaction, to the reaction mixture was added with 1 ml of 5 N hydrochloric acid and the mixture was stirred for further 1 hour. To the reaction mixture was added an aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The extract was sequentially washed with water, dried over anhydrous magnesium sulfate and the solvent was evaporated. To the residue was added diisopropyl ether, and the mixture was filtered, to give 28 mg of the title compound as a colorless powder.

Aufarbeitung

  1. customAfter the completion of the reaction
  2. stirringthe mixture was stirred for further 1 hour
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was sequentially washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated
  7. additionTo the residue was added diisopropyl ether
  8. filtrationthe mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-494023cb7e584e32a98b1d985b3c800e
Quelldatensatz
uspto-grants-2006_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06982274B2

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