Benzaldehyde → HCID 135833470, Verbindung

HRID 247111

Reaktionsgleichung

Reaktionsgleichung von HRID 247111
[CH2:1]1[CH:5]2[CH:6]([C:8]3[O:12][N:11]=[C:10](N)[N:9]=3)CN(C2)C1.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[NH2:22]/[C:23](/[CH3:29])=[CH:24]\[C:25]([O:27][CH3:28])=[O:26].[CH:30](O)([CH3:32])[CH3:31]>>[CH3:1][C:5]1[NH:22][C:23]([CH3:29])=[C:24]([C:25]([O:27][CH3:28])=[O:26])[CH:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:6]=1[C:8]1[O:12][N:11]=[C:10]([CH2:10][N:9]2[CH2:8][CH2:6][CH2:32][CH2:30][CH2:31]2)[N:9]=1

Komponenten

5

Edukt 4

HCID 240BenzaldehydeHCID 3776IsopropanolHCID 1639383-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptaneHCID 643918Methyl 3-aminocrotonate

Produkt 1

HCID 135833470HCID 135833470, Verbindung

Versuchsvorschrift

A mixture of 500 mg of the oxadiazole intermediate prepared above, 240 mg of benzaldehyde and 260 mg of methyl 3-aminocrotonate in 5 ml of isopropyl alcohol was heated under reflux for 8 hours and then concentrated to dryness in vacuo. The residue was chromatographed on silica gel using chloroform-methanol (20:1, v/v) as eluent to give 600 mg of methyl 1,4-dihydro-2,6-dimethyl-3-(3-piperidinomethyl-1,2,4-oxadiazol-5-yl)-4-phenylpyridine-5-carboxylate as pale yellow crystals, mp. 187°-188° C. (decomp.).

Aufarbeitung

  1. customprepared above
  2. temperatureunder reflux for 8 hours
  3. concentrationconcentrated to dryness in vacuo
  4. customThe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d10deda45e7046908272e8eba8a73574
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04705786

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