Ammonium Acetate → 6-Methoxy-7-(3-piperidinopropoxy)-3,4-dihydroquinazolin-4-one

HRID 384766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 384766
[CH3:1][O:2][C:3]1[CH:12]=[C:7]([C:8](OC)=[O:9])[C:6]([NH2:13])=[CH:5][C:4]=1[O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.[CH:24]([O-])([O-])OC.C([O-])(=O)C.[NH4+:33]>CO>[CH3:1][O:2][C:3]1[CH:12]=[C:7]2[C:6](=[CH:5][C:4]=1[O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[N:13]=[CH:24][NH:33][C:8]2=[O:9]

Komponenten

5

Edukt 3

HCID 517165Ammonium AcetateHCID 23033018Methyl 5-methoxy-4-(3-piperidinopropoxy)anthranilateHCID 53629101Methylorthoformate

Produkt 1

HCID 1354715536-Methoxy-7-(3-piperidinopropoxy)-3,4-dihydroquinazolin-4-oneAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In a 10-mL volume stainless steel pressure-resistant vessel were placed 1.00 mg (3.1 mmol) of methyl 5-methoxy-4-(3-piperidinopropoxy)anthranilate, 0.99 g (9.3 mmol) of methyl orthoformate, 0.72 g (9.3 mmol) of ammonium acetate, and 5.0 mL of methanol. The reaction was carried out at 120° C. for 5 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and analyzed (according to absolute quantitative analysis) by high performance liquid chromatography. There was produced 0.89 mg (reaction yield: 90%) of 6-methoxy-7-(3-piperidinopropoxy)quinazolin-4-one.

Aufarbeitung

  1. customIn a 10-mL volume stainless steel pressure-resistant vessel were placed

Quellen und Nachweise

ORD-Eintrag
ord-573d7672f5e543f2953f6b4fc0ca8618
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367824B2

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