Piperidine → 6-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one

HRID 249975

Reaktionsgleichung

Reaktionsgleichung von HRID 249975
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([Br:13])=[CH:7][C:3]=1[C:4](O)=[O:5].[NH:14]1CCCC[CH2:15]1.N1C=NC=NC=1>CO>[Br:13][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][C:9]=1[O:11][CH3:12])[N:1]=[CH:15][NH:14][C:4]2=[O:5]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 92621,3,5-TriazineHCID 197019262-Amino-5-bromo-4-methoxybenzoic acid

Produkt 1

HCID 1357423626-Bromo-7-methoxy-3,4-dihydroquinazolin-4-oneAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Amino-5-bromo-4-methoxybenzoic acid (1.56 g, 6.34 mmol) is dissolved in methanol (15 ml), treated with piperidine (0.063 ml, 0.63 mmol) and 1,3,5-triazine (772 mg, 9.5 mmol) and refluxed for one hour. After cooling to room temperature, the resulting crystals are filtered off with suction and washed with methanol. The desired product is obtained in 63% yield (1.01 g).

Aufarbeitung

  1. temperaturerefluxed for one hour
  2. filtrationthe resulting crystals are filtered off with suction
  3. washwashed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-1a5c152eb7c94aef8e7db017f347b61c
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863283B2

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