2,4-Dichlorobenzylamine → HCID 178482420, Verbindung

HRID 1671754

Reaktionsgleichung

Reaktionsgleichung von HRID 1671754
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[N:6]=[C:5]([NH:16][CH:17]2[CH2:22][CH2:21][CH:20]([C:23](O)=[O:24])[CH2:19][CH2:18]2)[N:4]=1.[Cl:26][C:27]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=1[CH2:34][NH2:35].CCN=C=NCCCN(C)C.Cl>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Cl:26][C:27]1[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=1[CH2:34][NH:35][C:23]([C@H:20]1[CH2:21][CH2:22][C@@H:17]([NH:16][C:5]2[N:4]=[C:3]([NH:2][CH3:1])[N:8]=[C:7]([N:9]3[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]3)[N:6]=2)[CH2:18][CH2:19]1)=[O:24]

Komponenten

6

Edukt 3

HCID 14852,4-DichlorobenzylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67330775trans-4-(4-(Methylamino)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-ylamino)cyclohexanecarboxylic acid

Produkt 1

HCID 178482420HCID 178482420, VerbindungAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-{[4-(methylamino)-6-(4-methyl-1-piperazinyl)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid (150 mg, 0.43 mmol), [(2,4-dichlorophenyl)methyl]amine (95 mg, 0.54 mmol) and DMAP (8 mg, 0.06 mmol) in DCM was stirred at room temperature. To this was added EDCl (90.8 mg, 0.47 mmol) and the resulting mixture was allowed to stir overnight. The solution was washed with water. The organic layer was dried and purified by HPLC to afford 78 mg (36% yield) of the product as a white solid. MS (ES+): m/e 507.1 [M+H]+.

Aufarbeitung

  1. washThe solution was washed with water
  2. customThe organic layer was dried
  3. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-622b5f6e63e14e6b9556f77da12b8295
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994317B2

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