Water → N-methyl-5-nitro-N-(tetrahydro-2H-pyran-4-yl)pyridin-2-amine

HRID 57549

Reaktionsgleichung

Reaktionsgleichung von HRID 57549
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.C([O-])([O-])=O.[K+].[K+].Br[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][N:17]=1.O>CC#N>[CH3:1][N:2]([CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][N:17]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 782402-Bromo-5-nitropyridineHCID 69919504-(Methylamino)tetrahydro-2H-pyran

Produkt 1

HCID 71113503N-methyl-5-nitro-N-(tetrahydro-2H-pyran-4-yl)pyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of N-methyltetrahydro-2H-pyran-4-amine (172.5 mg, 1.5 mmol) in CH3CN (5 mL) was added K2CO3 (207 mg, 1.5 mmol) and 2-bromo-5-nitropyridine (203 mg, 1 mmol). The reaction was stirred at 80° C. for 16 hours. TLC and LC-Ms showed the reaction had completed and the reaction was poured into water, extracted with EA, washed with water and brine, dried and concentrated to give a yellow solid. MS (m/z): 238 (M+H)+

Aufarbeitung

  1. extractionextracted with EA
  2. washwashed with water and brine
  3. customdried
  4. concentrationconcentrated
  5. customto give a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-60fad13e37c44b7d8325cf471ccdbb2f
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434726B2

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