Sodium Bicarbonate → N-(1H-indazol-5-ylmethyl)-4-piperidinecarboxamide

HRID 1269736Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1269736
Cl.O1CCOCC1.[NH:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][NH:18][C:19]([CH:21]3[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)=[O:20])=[CH:14][CH:15]=2)[CH:10]=[N:9]1.C(=O)([O-])O.[Na+]>>[NH:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][NH:18][C:19]([CH:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[O:20])=[CH:14][CH:15]=2)[CH:10]=[N:9]1

Komponenten

4

Edukt 3

HCID 516892Sodium BicarbonateHCID 18447544tert-butyl 4{[(1H-indazol-5-ylmethyl)amino]carbonyl}-1-piperidinecarboxylateHCID 204431481,4-Dioxane hydrochloride

Produkt 1

HCID 22933995N-(1H-indazol-5-ylmethyl)-4-piperidinecarboxamideAusbeute 9 %

Versuchsvorschrift

A 4N-hydrochloric acid/dioxane solution (2.0 ml) was added to tert-butyl 4{[(1H-indazol-5-ylmethyl)amino]carbonyl}-1-piperidinecarboxylate (160 mg, 0.446 mmol), and the resulting mixture was stirred at room temperature for 2 hours. Then, the reaction solution was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The resulting residue was recrystallized from a mixture of ethanol and diethyl ether to obtain N-(1H-indazol-5-ylmethyl)-4-piperidinecarboxamide (10 mg, 9%).

Aufarbeitung

  1. extractionextracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationdistilled under reduced pressure
  4. customto remove the solvent
  5. customThe resulting residue was recrystallized from a mixture of ethanol and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-329f523df6794833a2fe812bb7dfd37e
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199147B2

Notizen zur Reaktion

Wird geladen…