Dicyclohexylcarbodiimide → [4-(5-Undecyl-pyrimidin-2-yl)phenyl]2-propyl-thiazole-5-carboxylate

HRID 1826553Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1826553
[CH2:1]([C:12]1[CH:13]=[N:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)=[N:16][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH2:25]([C:28]1[S:29][C:30]([C:33](O)=[O:34])=[CH:31][N:32]=1)[CH2:26][CH3:27].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:1]([C:12]1[CH:13]=[N:14][C:15]([C:18]2[CH:19]=[CH:20][C:21]([O:24][C:33]([C:30]3[S:29][C:28]([CH2:25][CH2:26][CH3:27])=[N:32][CH:31]=3)=[O:34])=[CH:22][CH:23]=2)=[N:16][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 65773Tizoprolic AcidHCID 1356196824-(5-Undecylpyrimidin-2-yl)phenol

Produkt 1

HCID 15514982[4-(5-Undecyl-pyrimidin-2-yl)phenyl]2-propyl-thiazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.9 g of 4-(5-undecyl-pyrimidin-2-yl)phenol, 1.7 g of 2-propyl-thiazole-5-carboxylic acid (prepared as described by Clemence et al., Eur. J. Med. Chem. Chimica Therapeutica 1976-11, no. 6, p. 567–570) and 2.1 g of dicyclohexylcarbodiimide are stirred for 24 h in 50 ml of dichloromethane at room temperature. Filtration, removal of the dichloromethane by distillation, purification by chromatography (silica gel; dichloromethane/heptane) and recrystallization from acetonitrile affords the target compound as colorless crystals.

Aufarbeitung

  1. filtrationFiltration, removal of the dichloromethane
  2. distillationby distillation, purification
  3. customby chromatography (silica gel; dichloromethane/heptane) and recrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-38baffec5dba4fe3b5aaf96ad15b37c6
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07052742B1

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