2-Aminobenzyl alcohol → HCID 57474716, Verbindung

HRID 391680

Reaktionsgleichung

Reaktionsgleichung von HRID 391680
[N+:1]([C:4]1[C:5]([C:28](OCC)=[O:29])=[N:6][C:7]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[CH2:26][OH:27])=[N:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17][CH3:18])([O-])=O.ClC1N=C([C:40](OCC)=[O:41])C([N+]([O-])=O)=C(NC2C=CC=CC=2OC)N=1.[NH2:57]C1C=CC=CC=1CO.C(N(C(C)C)CC)(C)C>CN(C)C=O>[OH:27][CH2:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[NH:19][C:7]1[N:8]=[C:9]2[C:4]([NH:1][C:40](=[O:41])[N:10]2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])=[C:5]([C:28]([NH2:57])=[O:29])[N:6]=1

Komponenten

6

Edukt 4

HCID 214392-Aminobenzyl alcoholHCID 81531DiisopropylethylamineHCID 57474573HCID 57474573, VerbindungHCID 57474717HCID 57474717, Verbindung

Produkt 1

HCID 57474716HCID 57474716, VerbindungAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Ethyl 5-nitro-2-(2-(hydroxymethyl)phenylamino)-6-(2-methoxyphenylamino)pyrimidine-4-carboxylate. Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate (See Example 30.A) (0.300 g, 0.852 mmol), 2-aminobenzyl alcohol (0.125 g, 1.2 mmol) and diisopropylethylamine (0.296 g) were reacted according to General Procedure C, except at room temperature and in dimethylformamide (5 ml). The crude reaction mixture was condensed and purified using Biotage chromatography (60 to 100% EtOAc in hexanes) to afford the title compound (0.323 g, 86%). MS (ESI) m/z 440.5 [M+1]+.

Aufarbeitung

  1. customThe crude reaction mixture
  2. customcondensed
  3. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-0f74feac840e4890ab527f36cd025e46
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383634B2

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