Diisopropylethylamine → HCID 86622761, Verbindung

HRID 1020262Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1020262
[CH3:1][O:2][C:3]([C:5]1[C:9]([C:10]([OH:12])=O)=[C:8]([CH3:13])[O:7][N:6]=1)=[O:4].C(N(C(C)C)CC)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[F:45][C:46]1[CH:47]=[C:48]([CH:62]=[CH:63][CH:64]=1)[CH2:49][NH:50][C:51]([NH:53][C:54]1[S:55][CH:56]=[C:57]([CH2:59][NH:60][CH3:61])[N:58]=1)=[O:52]>CN(C)C=O.O>[F:45][C:46]1[CH:47]=[C:48]([CH:62]=[CH:63][CH:64]=1)[CH2:49][NH:50][C:51](=[O:52])[NH:53][C:54]1[S:55][CH:56]=[C:57]([CH2:59][N:60]([CH3:61])[C:10]([C:9]2[C:5]([C:3]([O:2][CH3:1])=[O:4])=[N:6][O:7][C:8]=2[CH3:13])=[O:12])[N:58]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 58055087HCID 58055087, VerbindungHCID 69185303HCID 69185303, Verbindung

Produkt 1

HCID 86622761HCID 86622761, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-(methoxycarbonyl)-5-methylisoxazole-4-carboxylic acid (1 mmol) was dissolved in N,N-dimethylformamide (5 ml), then diisopropylethylamine (1.2 eq.) and TBTU (1.2 eq) was added and stirred at room temperature for 5 minutes. 1-(3-fluorobenzyl)-3-(4-((methylamino)methyl)thiazol-2-yl)urea (1.0 mmol) was added and stirred overnight. Water (20 ml) was added to the reaction. The precipitate was filtered, washed with water and dried. The crude was purified by column using 0-100% gradient of 10% MeOH/EtOAc and hexanes to afford methyl 4-(((2-(3-(3-fluorobenzyl)ureido)thiazol-4-yl)methyl)(methyl)carbamoyl)-5-methylisoxazole-3-carboxylate.

Aufarbeitung

  1. stirringstirred overnight
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried
  5. customThe crude was purified by column

Quellen und Nachweise

ORD-Eintrag
ord-b18415a7e52a45ae8b8752b91680ae27
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716320B2

Notizen zur Reaktion

Wird geladen…