3-{[(1S)-1-methylpropyl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)-5-[(phenylmethyl)oxy]benzamide → HCID 59127175, Verbindung

HRID 1175879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1175879
[CH3:1][C@H:2]([O:5][C:6]1[CH:7]=[C:8]([CH:18]=[C:19]([O:21]CC2C=CC=CC=2)[CH:20]=1)[C:9]([NH:11][C:12]1[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=1)=[O:10])[CH2:3][CH3:4]>C1COCC1.C(O)C.[Pd]>[OH:21][C:19]1[CH:18]=[C:8]([CH:7]=[C:6]([O:5][C@@H:2]([CH3:1])[CH2:3][CH3:4])[CH:20]=1)[C:9]([NH:11][C:12]1[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=1)=[O:10]

Komponenten

5

Edukt 1

HCID 536296373-{[(1S)-1-methylpropyl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)-5-[(phenylmethyl)oxy]benzamide

Produkt 1

HCID 59127175HCID 59127175, VerbindungAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-{[(1S)-1-methylpropyl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)-5-[(phenylmethyl)oxy]benzamide (900 mg) in THF (5 mL) and ethanol (5 mL) containing 10% palladium on carbon was stirred under an atmosphere of hydrogen overnight. The palladium on carbon was removed by filtration and the filtrate evaporated under reduced pressure to give the required compound as a white solid (683 mg). 1H NMR δ (CDCl3): 0.95 (t, 3H), 1.27 (d, 3H), 1.54-1.80 (m, 2H), 3.79 (s, 3H), 4.31 (q, 1H), 6.57 (t, 1H), 6.81 (d, 1H), 6.96 (s, 1H), 6.98 (s, 1H), 7.30 (s, 1H), 7.57 (s, 1H), 8.84 (s, 1H); m/z 290 (M+H)+

Aufarbeitung

  1. customThe palladium on carbon was removed by filtration
  2. customthe filtrate evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9e137978bf1a4b6fb95647a05475c3e0
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842694B2

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