Acetone → 1-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidine

HRID 10583

Reaktionsgleichung

Reaktionsgleichung von HRID 10583
Cl.[CH:2]1[C:11]2[C:6](=[C:7]([NH:12][CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][O:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][O:30]1.CC(C)=O>CN(C)C=O>[O:30]1[CH2:31][CH2:32][CH2:33][CH2:34][CH:29]1[O:28][CH2:27][CH2:26][N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:7]2[CH:8]=[CH:9][CH:10]=[C:11]3[C:6]=2[CH:5]=[CH:4][N:3]=[CH:2]3)[CH2:14][CH2:15]1

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 866212-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 114369885-Isoquinolinamine, N-4-piperidinyl-, hydrochloride

Produkt 1

HCID 219799201-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of the compound of Example 20 (70 mg) and potassium carbonate (142 mg, Kokusan Chemical) in N,N-dimethylformamide (1.5 ml) was added with 2-(2-bromoethoxy)tetrahydro-2H-pyran (254 μl, Aldrich) and stirred at room temperature for 48 hours. The reaction mixture was added with acetone (10 ml), and insoluble matters were separated by filtration. Then, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=6:1) to obtain the title compound (40 mg).

Aufarbeitung

  1. customwere separated by filtration
  2. customThen, the solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (chloroform:methanol=6:1)

Quellen und Nachweise

ORD-Eintrag
ord-89e65fdcf54141689ca1a566dc61bce4
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094789B2

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