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6-Methyl-3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine → 3-Amino-5,6,7,8-tetrahydro-6-methyl-1,6-naphthyridine

HRID 1066768
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1066768
[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2[N:8]=[CH:7][C:6]([N+:12]([O-])=O)=[CH:5][C:4]=2[CH2:3]1>CO.[Pd]>[NH2:12][C:6]1[CH:7]=[N:8][C:9]2[CH2:10][CH2:11][N:2]([CH3:1])[CH2:3][C:4]=2[CH:5]=1
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Komponenten

4

Edukt 1

HCID 142970606-Methyl-3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine

Produkt 1

HCID 117449583-Amino-5,6,7,8-tetrahydro-6-methyl-1,6-naphthyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

6-Methyl-3-nitro-5,6,7,8-tetrahydro[1,6]naphthyridine (2.72 g, 1.41 mmol) was dissolved in methanol (100 ml) and treated with 10% palladium on carbon (1.0 g). The mixture was hydrogenated for 2 h. The catalyst was removed by filtration through Celite, the filter bed washed with methanol and the filtrate evaporated to dryness under reduced pressure to give a yellow solid, which was triturated under diethyl ether and the solids collected by filtration, washed with diethyl ether and dried in vacuo (1.89 g, 83%)

Aufarbeitung

  1. customThe catalyst was removed by filtration through Celite
  2. washthe filter bed washed with methanol
  3. customthe filtrate evaporated to dryness under reduced pressure
  4. customto give a yellow solid, which
  5. customwas triturated under diethyl ether
  6. filtrationthe solids collected by filtration
  7. washwashed with diethyl ether
  8. customdried in vacuo (1.89 g, 83%)

Quellen und Nachweise

ORD-Eintrag
ord-a125e8ccd5cb42348a1a4240cc00bad9
Quelldatensatz
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06245778B1

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