Triethylamine → HCID 178482424, Verbindung

HRID 1671770Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1671770
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.C(N(CC)CC)C.Cl[C:19]1[N:24]=[C:23]([N:25]2[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]2)[N:22]=[C:21]([NH:32][CH3:33])[N:20]=1>CC#N>[CH3:33][NH:32][C:21]1[N:22]=[C:23]([N:25]2[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]2)[N:24]=[C:19]([NH:1][C@H:2]2[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]2)[N:20]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 807675004-Chloro-N-methyl-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amineHCID 178511567HCID 178511567, Verbindung

Produkt 1

HCID 178482424HCID 178482424, VerbindungAusbeute 12,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

trans-4-Aminocyclohexylcarboxylic acid (472 mg, 3.30 mmol, 8 equivalents) and triethylamine (0.46 ml, 3.30 mmol, 8 equivalents) was added to the solution of 4-Chloro-N-methyl-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (100 mg, 0.412 mmol, 1 equivalent) in CH3CN (8 ml). The reaction mixture was heated at 80° C. for 16 hours. The solvent was evaporated and the crude product was purified with RP-HPLC (Luna 5μ, C8(2), 100×21 mm, 2-45% CH3CN/H2O, 0.1% TFA, 25 min) to give the product (18.4 mg, 10%). MS (ES+): m/e 350.13 [M+H]+.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe crude product was purified with RP-HPLC (Luna 5μ, C8(2), 100×21 mm, 2-45% CH3CN/H2O, 0.1% TFA, 25 min)

Quellen und Nachweise

ORD-Eintrag
ord-9169c6f2e0974c4aa8fde5dc2f6eb1f0
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994317B2

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