Acetic Acid → HCID 178446309, Verbindung

HRID 1033818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1033818
[CH2:1]([N:6]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:32]2[N:36](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:35]=[N:34][N:33]=2)=[CH:22][CH:21]=1)[C:7]([N:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5].C(O)(=O)C>O>[CH2:1]([N:6]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[C:32]2[NH:36][N:35]=[N:34][N:33]=2)=[CH:24][CH:25]=1)[C:7]([N:9]1[C:18]2[CH:13]([CH2:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10]1)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5]

Komponenten

4

Edukt 2

HCID 176Acetic AcidHCID 190244351-[N-Pentyl-N-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]carbamoyl]-1,2,3,4-tetrahydroquinoline

Produkt 1

HCID 178446309HCID 178446309, VerbindungAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 29.3 mg (0.405 mmole) of 1-[N-pentyl-N-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]carbamoyl]-1,2,3,4-tetrahydroquinoline (from Step E), 400 μL of glacial acetic acid, and 180 μL of H2O was stirred under N2 at 60° C. for 16 hours, then cooled, and concentrated to dryness in vacuo. The residual oil was flash chromatographed on silica gel (elution with 3% and then 5% MeOH in CH2Cl2) to yield 6.0 mg (31%) of the title compound as a stiff foam, homogeneous by TLC (95:5 CH2Cl2 --MeOH); FAB-MS m/e 481 (M+1)+.

Aufarbeitung

  1. temperaturecooled
  2. concentrationconcentrated to dryness in vacuo
  3. customchromatographed on silica gel (
  4. washelution with 3%

Quellen und Nachweise

ORD-Eintrag
ord-87ff645cede34bb98d889485c31c8ebe
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05312820

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