Water → 6-bromo-3-iodo-N-(4-methoxybenzyl)quinolin-2-amine

HRID 1028989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1028989
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[C:6]([I:13])=[CH:5]2.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH2:21])=[CH:18][CH:17]=1.O>CN1CCCC1=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:21][CH2:20][C:19]1[CH:22]=[CH:23][C:16]([O:15][CH3:14])=[CH:17][CH:18]=1)[C:6]([I:13])=[CH:5]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 754524-MethoxybenzylamineHCID 866768376-Bromo-2-chloro-3-iodoquinoline

Produkt 1

HCID 673456526-bromo-3-iodo-N-(4-methoxybenzyl)quinolin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A glass microwave reaction vessel was charged with 6-bromo-2-chloro-3-iodoquinoline (0.918 g, 2.492 mmol) and 4-methoxybenzylamine (2.279 mL, 17.44 mmol) in N-methyl-2-pyrrolidinone (3.56 mL). The reaction mixture was stirred and heated in a microwave reactor at 130° C. for 20 min. The solution was poured into water and extracted with diethyl ether. The combined organic extracts were washed with saturated ammonium chloride, water, saturated sodium chloride, and dried over magnesium sulfate. The solution was filtered and concentrated in vacuo to give the crude material 6-bromo-3-iodo-N-(4-methoxybenzyl)quinolin-2-amine as a tan solid which was used without further purification.

Aufarbeitung

  1. customA glass microwave reaction vessel
  2. extractionextracted with diethyl ether
  3. washThe combined organic extracts were washed with saturated ammonium chloride, water, saturated sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. filtrationThe solution was filtered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-52f3dfeb604f4fb4ad89172184062663
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735384B2

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