Formaldehyde → HCID 22346322, Verbindung

HRID 897342Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 897342
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][O:8][C:9]2[C:10]([C:21]([O:23][CH3:24])=[O:22])=[N:11][C:12]([CH:19]=[CH2:20])=[C:13]3[C:18]=2[N:17]=[CH:16][CH:15]=[CH:14]3)=[CH:5][CH:4]=1.[CH2:27]=O.[C:29]([NH:32][NH:33][CH3:34])(=[O:31])[CH3:30]>C1(C)C=CC=CC=1>[C:29]([N:32]1[CH:19]([C:12]2[N:11]=[C:10]([C:21]([O:23][CH3:24])=[O:22])[C:9]([O:8][CH2:7][C:6]3[CH:25]=[CH:26][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[C:18]3[C:13]=2[CH:14]=[CH:15][CH:16]=[N:17]3)[CH2:20][CH2:34][N:33]1[CH3:27])(=[O:31])[CH3:30]

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 122488Acetic acid, 2-methylhydrazideHCID 22346306HCID 22346306, Verbindung

Produkt 1

HCID 22346322HCID 22346322, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of methyl 8-[(4-methoxybenzyl)oxy]-5-vinyl-[1,6]-naphthyridine-7-carboxylate (0.26 g, 0.73 mmol), paraformaldehyde (96 mg), and 1-acetyl-2-methylhydrazine (0.22 g, 2.45 mmol; J. Org. Chem. 1972, 37, 3608) in toluene (15 mL) was heated in an oil bath at 120° C. for 1.5 hour. The resulting mixture was concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting first with a gradient of 0-5% methanol in ethyl acetate. Collection and concentration of appropriate fractions provided the title acetylpyrazolidine.

Aufarbeitung

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. customCollection and concentration of appropriate fractions

Quellen und Nachweise

ORD-Eintrag
ord-cea68d1b2e0d44f094406927c8188d52
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06921759B2

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