Triethylamine → 3-[(3-Nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol

HRID 1992589Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1992589
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][N:10]=2)[N:5]=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].C(N(CC)CC)C.[NH2:22][CH:23](C)[CH2:24][CH2:25][OH:26]>ClCCl.O>[N+:12]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[NH:22][CH2:23][CH2:24][CH2:25][OH:26])=[N:10][CH:9]=[CH:8][CH:7]=2)([O-:14])=[O:13]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 122027913-Aminobutan-1-olHCID 131227874-Chloro-3-nitro-1,5-naphthyridine

Produkt 1

HCID 685404393-[(3-Nitro[1,5]naphthyridin-4-yl)amino]propan-1-olAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-chloro-3-nitro[1,5]naphthyridine (18.0 g, 85.9 mmol) in dichloromethane (220 mL) at room temperature was added triethylamine (15.6 mL, 112 mmol) and 3-amino-1-butanol (7.20 mL, 94.5 mmol). The solution was stirred for 4 hours and then was concentrated under reduced pressure to yield an orange solid. The solid was slurried in water (250 mL) for 30 minutes, isolated by filtration, washed with water (3×30 mL), and dried at 70° C. in a vacuum oven to afford 20.9 g of 3-[(3-nitro[1,5]naphthyridin-4-yl)amino]propan-1-ol as a yellow solid.

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure
  2. customto yield an orange solid
  3. customisolated by filtration
  4. washwashed with water (3×30 mL)
  5. customdried at 70° C. in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-a9f6cb9789d0424e8d656d863c1b4f5a
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07648997B2

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