(2E)-3-(3-Fluorophenyl)-2-propenoic acid → 2-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-[1-(trans-3-fluorocinnamoyl)-piperidin-4-yl]-acetamide

HRID 1410526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1410526
Cl.Cl.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:18][CH:19]([CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[C:20]([NH2:22])=[O:21])[CH2:14][CH2:13]2)=[CH:4]1.[F:29][C:30]1[CH:31]=[C:32]([CH:38]=[CH:39][CH:40]=1)/[CH:33]=[CH:34]/[C:35](O)=[O:36]>>[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]2[CH2:17][CH2:16][CH:15]([NH:18][CH:19]([CH:23]3[CH2:24][CH2:25][N:26]([C:35](=[O:36])/[CH:34]=[CH:33]/[C:32]4[CH:38]=[CH:39][CH:40]=[C:30]([F:29])[CH:31]=4)[CH2:27][CH2:28]3)[C:20]([NH2:22])=[O:21])[CH2:14][CH2:13]2)=[CH:4]1

Komponenten

3

Edukt 2

HCID 1551219(2E)-3-(3-Fluorophenyl)-2-propenoic acidHCID 677751942-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-piperidin-4-yl-acetamide dihydrochloride

Produkt 1

HCID 573442982-[4-(1H-Indol-3-yl)-cyclohexylamino]-2-[1-(trans-3-fluorocinnamoyl)-piperidin-4-yl]-acetamide

Versuchsvorschrift

The title compound was prepared from the product of Example 1, step J (0.50 mmol), trans-3-fluorocinnamic acid, by the method of Example 1, step K, giving the title compound as a white solid that was mostly the more polar cyclohexyl diastereomer by LCMS. Mass spectrum (LCMS, ESI pos.) calcd. for C30H35FN4O2: 503 (M+H). Found: 503

Quellen und Nachweise

ORD-Eintrag
ord-5d0c525dde384e309f3ae56cbec68f69
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08921559B2

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