Trifluoroacetic acid → HCID 25118226, Verbindung

HRID 1671773

Reaktionsgleichung

Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[N:5]=[C:4]([NH:15][CH3:16])[N:3]=1.[NH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([C:24]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]([F:37])([F:36])[F:35])=[O:25])[CH2:19]1.C(O)(C(F)(F)F)=O.[OH-].[Na+]>CC#N.O>[CH3:16][NH:15][C:4]1[N:5]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[N:7]=[C:2]([NH:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH:20]([C:24]([NH:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]([F:35])([F:36])[F:37])=[O:25])[CH2:19]2)[N:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

The solution of 4-chloro-N-methyl-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (30.0 mg, 0.084 mmol, 1 equivalent) and 3-amino-N-(2-(trifluoromethyl)benzyl) cyclohexanecarboxamide as TFA salt (103 mg, 0.248 mmol, 2.95 equivalents) in CH3CN/H2O (1/1, 2 ml) was adjusted to pH 9-10 with 1N NaOH. The resulting solution was heated at 80° C. for 16 hours. The solvent was removed under vacuo to give the crude product, which was purified with RP-HPLC (Luna 5μ, C8(2), 100×21 mm, 10-50% CH3CN/H2O, 0.1% TFA, 25 min) to give the final compound (0.94 mg, 1.8%). MS (ES+): m/e 507.17 [M+H]+.

Aufarbeitung

customThe solvent was removed under vacuo
customto give the crude product, which
customwas purified with RP-HPLC (Luna 5μ, C8(2), 100×21 mm, 10-50% CH3CN/H2O, 0.1% TFA, 25 min)

Quellen und Nachweise

ORD-Eintrag: ord-6bd2ac5a31464843987cb079c96df7b1
Quelldatensatz: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07994317B2

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