1,2,3,6-Tetrahydropyridine → 1-(1,3-Benzoxazol-6-ylcarbonyl)-1,2,3,6-tetrahydropyridine

HRID 1458524

Reaktionsgleichung

Reaktionsgleichung von HRID 1458524
[O:1]1[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[NH:13]1[CH2:18][CH:17]=[CH:16][CH2:15][CH2:14]1.C(C1NC=CN=1)(C1NC=CN=1)=O.C(Cl)(=O)C(Cl)=O>>[O:1]1[C:5]2[CH:6]=[C:7]([C:10]([N:13]3[CH2:14][CH:15]=[CH:16][CH2:17][CH2:18]3)=[O:12])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Komponenten

5

Edukt 4

HCID 127501,2,3,6-TetrahydropyridineHCID 65578Oxalyl chlorideHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 222459381,3-Benzoxazole-6-carboxylic acid

Produkt 1

HCID 115359401-(1,3-Benzoxazol-6-ylcarbonyl)-1,2,3,6-tetrahydropyridine

Versuchsvorschrift

Coupling of 1,3-benzoxazol-6-carboxylic acid with 1,2,3,6-tetrahydropyridine is performed in the same manner as described for the preparation of Invention Compound V through activation with carbonyl diimidazole or by activation with other suitable reagents such as oxalyl chloride. The product can be isolated by the same methods as described for the isolation of Invention Compound V and purified by chromatography on silica gel. EIMS m/z=228 (parent), 146 (base), and 118. 1H NMR δ 2.2 (br, 2), 3.4-4.3 (br m, 4), 5.7-5.95 (br m, 2), 7.52 (dd, 1, J=8.39, 1.49 Hz), 7.64 (d, 1, J=8.41 Hz), 7.87 (d, 1, J=1.32 Hz), and 8.16 ppm (s, 1).

Aufarbeitung

  1. customThe product can be isolated by the same methods
  2. custompurified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f2e3669a41164b1d8b7e7dc19d7320ae
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05852008

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