Sodium Bicarbonate → 2-Methylspiro[inden-1,4'-piperidine]

HRID 1027134Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1027134
FC1C=C(C=CC=1)CNC1N2N=CC(C(O)=O)=C2N=CC=1C([N:21]1[CH2:26][CH2:25][CH:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:23][CH2:22]1)=O.[C:36](=O)([O-])O.[Na+].O1[CH2:46][CH2:45]OCC1.Cl>>[CH3:36][C:45]1[C:24]2([CH2:23][CH2:22][NH:21][CH2:26][CH2:25]2)[C:27]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:46]=1

Komponenten

4

Edukt 3

HCID 516892Sodium BicarbonateHCID 204431481,4-Dioxane hydrochlorideHCID 675404777-(3-Fluorobenzylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Produkt 1

HCID 675407632-Methylspiro[inden-1,4'-piperidine]Ausbeute 72 %

Versuchsvorschrift

tert-Butyl 2-methylspiro[inden-1,4′-piperidine]-1′-carboxylate (1.19 g, 3.98 mmol) obtained in step 2 was dissolved in 4 mol/L hydrogen chloride-1,4-dioxane (6 mL), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the obtained residue, and the mixture was suction-filtered to give white crystals. Saturated aqueous sodium hydrogen carbonate solution was added to the white crystals, and the mixture was extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, and concentrated under reduced pressure to give the title compound (0.790 g, 72%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the obtained residue
  3. filtrationthe mixture was suction-filtered
  4. customto give white crystals
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe combined organic layers were dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2539ba4e1cb44a0d84972f20dd1afdd2
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08729264B2

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