Dichloromethane → HCID 178487954, Verbindung

HRID 1422949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1422949
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[N:17]=2)[N:12]=[CH:11][C:10]=1[NH2:21])C1C=CC=CC=1.ClCCl>[Pd].CO>[NH2:21][C:10]1[CH:11]=[N:12][C:13]2[C:18]([C:9]=1[OH:8])=[N:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2

Komponenten

5

Edukt 2

HCID 6344DichloromethaneHCID 672542364-Benzyloxy-6-methoxy-[1,5]naphthyridin-3-ylamine

Produkt 1

HCID 178487954HCID 178487954, VerbindungAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel2×

Versuchsvorschrift

10% Palladium on activated carbon (76 mg, 0.07 mmol, 0.1 eq) is added at room temperature to a stirred solution of 4-benzyloxy-6-methoxy-[1,5]naphthyridin-3-ylamine (200 mg, 0.71 mmol, 1.0 eq) in methanol (20 mL). The resulting mixture is stirred under hydrogen flow (3 bars) at room temperature for 16 hours. The catalyst is then removed by filtration and the solution is concentrated to give a residue that is purified by column chromatography (silica gel, eluent: dichloromethane:methanol, 50:1 to 10:1, v/v) to afford 3-amino-6-methoxy-[1,5]naphthyridin-4-ol as a yellow solid (39 mg, 29% yield).

Aufarbeitung

  1. customThe catalyst is then removed by filtration
  2. concentrationthe solution is concentrated
  3. customto give a residue that
  4. customis purified by column chromatography (silica gel, eluent

Quellen und Nachweise

ORD-Eintrag
ord-74477421adb44ff4b2b6215ad3589460
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927541B2

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