Dimethylformamide → HCID 178489573, Verbindung

HRID 2427980Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2427980
[OH:1][C@H:2]1CC[C@H](NC2N=C(C(OCC)=O)C([N+]([O-])=O)=C(NC3C=CC=CC=3OC)N=2)CC1.Cl[C:33]1[N:38]=[C:37]([C:39]([O:41]CC)=O)[C:36]([N+:44]([O-])=O)=[C:35]([NH:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=2[O:54][CH3:55])[N:34]=1.[NH2:56][C@H:57]1[CH2:62][CH2:61][C@H:60]([OH:63])[CH2:59][CH2:58]1.C([N:67](C(C)C)CC)(C)C.C[N:74](C)[CH:75]=[O:76]>>[C:75](=[O:76])([O:63][C@H:60]1[CH2:61][CH2:62][C@H:57]([NH:56][C:33]2[N:34]=[C:35]3[C:36]([NH:44][C:2](=[O:1])[N:47]3[C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=3[O:54][CH3:55])=[C:37]([C:39](=[O:41])[NH2:67])[N:38]=2)[CH2:58][CH2:59]1)[NH2:74]

Komponenten

6

Edukt 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 57474573Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylateHCID 178470296HCID 178470296, VerbindungHCID 178511715HCID 178511715, Verbindung

Produkt 1

HCID 178489573HCID 178489573, VerbindungAusbeute 82 %

Versuchsvorschrift

Ethyl 2-(trans-4-hydroxycyclohexylamino)-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate. Ethyl 2-chloro-6-(2-methoxyphenylamino)-5-nitropyrimidine-4-carboxylate (See Example 30.A) (0.300 g, 0.852 mmol), trans-4-aminocyclohexanol (0.117 g, 1.022 mmol) and diisopropylethylamine 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 (0-100% ethyl acetate in hexanes) to afford the title compound (0.303 g, 82%). MS (ESI) m/z 432.5 [M+1]+.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-7f4b9b36da264330950925bd6ce278d1
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968556B2

Notizen zur Reaktion

Wird geladen…