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4-(Aminomethyl)cyclohexanecarboxylic acid → 4-[(4,5-Diphenylpyrimidin-2-ylamino)methyl]cyclohexanecarboxylic acid

HRID 2235001
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2235001
C(=O)([O-])[O-].[Cs+].[Cs+].[NH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1.Cl[C:19]1[N:24]=[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:21][N:20]=1>C1(C)C=CC=CC=1>[C:25]1([C:23]2[C:22]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[CH:21][N:20]=[C:19]([NH:7][CH2:8][CH:9]3[CH2:10][CH2:11][CH:12]([C:15]([OH:17])=[O:16])[CH2:13][CH2:14]3)[N:24]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1
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Komponenten

5

Edukt 3

HCID 55264-(Aminomethyl)cyclohexanecarboxylic acidHCID 10796Cesium carbonateHCID 126742762-Chloro-4,5-diphenylpyrimidine

Produkt 1

HCID 236526954-[(4,5-Diphenylpyrimidin-2-ylamino)methyl]cyclohexanecarboxylic acidAusbeute 62,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

550 mg (1.69 mmol) of cesium carbonate were added to a suspension of 133 mg (0.84 mmol) of 4-aminomethylcyclohexanecarboxylic acid in 5 ml of toluene, and the mixture was stirred at room temperature. After 30 minutes, 150 mg (0.56 mmol) of 2-chloro-4,5-diphenyl-pyrimidine were added, and the mixture was stirred at 120° C. for 31 hours. The solvent was removed in vacuo and the residue was mixed with dichloromethane and water. The resulting precipitate was filtered off with suction. 135 mg (62%) of the desired product were obtained.

Aufarbeitung

  1. stirringthe mixture was stirred at 120° C. for 31 hours
  2. customThe solvent was removed in vacuo
  3. additionthe residue was mixed with dichloromethane and water
  4. filtrationThe resulting precipitate was filtered off with suction

Quellen und Nachweise

ORD-Eintrag
ord-2c2c878a42fe493b989ccf7d23c40323
Quelldatensatz
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07713988B2

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