Triethylamine → 1-methanesulfonyl-N-(1-phenyl-4-piperidyl)spiro[indoline-3,4'-piperidine]-1'-carboxamide

HRID 1271616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1271616
Cl.[CH3:2][S:3]([N:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:7]1)(=[O:5])=[O:4].C(N(CC)CC)C.[C:27]1([N:33]2[CH2:38][CH2:37][CH:36]([NH:39][C:40](=O)[O:41]C3C=CC=CC=3)[CH2:35][CH2:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH3:2][S:3]([N:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:8]2([CH2:9][CH2:10][N:11]([C:40]([NH:39][CH:36]3[CH2:37][CH2:38][N:33]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:34][CH2:35]3)=[O:41])[CH2:12][CH2:13]2)[CH2:7]1)(=[O:4])=[O:5]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 219560841-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochlorideHCID 22936218HCID 22936218, Verbindung

Produkt 1

HCID 229362231-methanesulfonyl-N-(1-phenyl-4-piperidyl)spiro[indoline-3,4'-piperidine]-1'-carboxamideAusbeute 31,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

1-Methanesulfonyl-spiro[indoline-3,4′-piperidine] hydrochloride (37 mg) and triethylamine (170 μL) were added to a solution of phenyl N-(1-phenyl-4-piperidyl)carbamate (36 mg) in chloroform (3 mL), and the mixture was heated to reflux for 15 hours. The reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was crystallized from diethyl ether to give the title compound (18 mg) as a colorless crystal.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 15 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was crystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-36c83ac409744c73b3f00b96ca188e3e
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07205417B2

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