Diisopropylethylamine → HCID 90101730, Verbindung

HRID 1485658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1485658
Br.[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([Cl:11])[CH:5]=1.Cl[C:13]1[N:18]=[C:17]([O:19][CH2:20][C:21]([F:24])([F:23])[F:22])[N:16]=[C:15]([NH:25][C:26]2[CH:38]=[CH:37][C:29]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[CH:28][CH:27]=2)[N:14]=1.C(N(CC)C(C)C)(C)C>C1COCC1>[Cl:11][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[OH:10])[CH2:3][NH:2][C:13]1[N:18]=[C:17]([O:19][CH2:20][C:21]([F:24])([F:22])[F:23])[N:16]=[C:15]([NH:25][C:26]2[CH:38]=[CH:37][C:29]([C:30]([O:32][C:33]([CH3:34])([CH3:36])[CH3:35])=[O:31])=[CH:28][CH:27]=2)[N:14]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 670455344-(aminomethyl)-2-chlorophenol hydrobromideHCID 86652471Tert-butyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate

Produkt 1

HCID 90101730HCID 90101730, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a 100 mL round-bottom flask equipped with a stir bar was added 4-(aminomethyl)-2-chlorophenol hydrobromide (1.34 g, 5.63 mmol), tert-butyl 4-((4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate (3.00 g, 5.63 mmol) and THF (28 mL). To the solution was added N,N-diisopropylethylamine (2.95 ml, 16.9 mmol). The mixture was stirred at room temperature for 3 days. The mixture was concentrated in vacuo and the resulting residue was subjected to C18 chromatography (water:methanol 1:1 to methanol) to afford tert-butyl 4-((4-((3-chloro-4-hydroxybenzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoate as a colorless solid (2.88 g, 90%). MS m/z=526.3 (M+H)+.

Aufarbeitung

  1. customTo a 100 mL round-bottom flask equipped with a stir bar
  2. concentrationThe mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-364bf44a845f49ebaa4f4a1d7545cc11
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422311B2

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