Trifluoroacetic acid → HCID 58739080, Verbindung

HRID 720293Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 720293
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([N:22]2[CH2:27][CH2:26][CH:25]([OH:28])[CH2:24][CH2:23]2)[N:9]([CH3:21])[C:10](=[O:20])[C:11]=1[O:12]CC1C=CC=CC=1)=[O:5])[CH3:2].[F:29][C:30]([F:35])([F:34])[C:31](O)=[O:32]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([N:22]2[CH2:27][CH2:26][CH:25]([O:28][C:31](=[O:32])[C:30]([F:35])([F:34])[F:29])[CH2:24][CH2:23]2)[N:9]([CH3:21])[C:10](=[O:20])[C:11]=1[OH:12])=[O:5])[CH3:2]

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 21060062HCID 21060062, Verbindung

Produkt 1

HCID 58739080HCID 58739080, Verbindung

Versuchsvorschrift

5-Benzyloxy-2-(4-hydroxypiperidin-1-yl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid ethyl ester (0.760 g, 1.96 mmol) was treated with trifluroacetic acid (20 mL) at ambient temperature. After 10 h, the reaction mixture was concentrated and purified on silica gel column using 2–5% MeOH/CH2Cl2 to afford desired product as a brown paste (0.650 g, 84%). 1H NMR (500 MHz, CDCl3) δ: 10.02 (br s, 1H), 5.23–5.19 (m, 1H), 4.44 (q, J=7.0 Hz, 2H), 3.57 (s, 3H), 3.36–3.31 (m, 2H), 3.15–3.10 (m, 2H), 2.17–2.11 (m, 2H), 2.02–1.95 (m, 2H), 1.42 (t, J=7.0 Hz, 3H). LRMS (M+H) calcd for C15H19F3N3O6: 394.32. found: 394.09

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated
  2. custompurified on silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-60b9a6b894e4486d9f6a88b5ba3dcfb5
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135467B2

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