Ethane, 2-bromo-1,1-diethoxy- → 1-Isopropyl-4-{4-[4-(1,3-thiazol-2-yl)tetrahydro-2h-pyran-4-yl]phenoxy}piperidine

HRID 272962

Reaktionsgleichung

Reaktionsgleichung von HRID 272962
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3([C:23](=[S:25])[NH2:24])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[CH2:26](OC(OCC)CBr)[CH3:27]>>[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3([C:23]4[S:25][CH:26]=[CH:27][N:24]=4)[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 866019024-{4-[(1-isopropylpiperidin-4-yl)oxy]phenyl}tetrahydro-2H-pyran-4-carbothioamide

Produkt 1

HCID 598374801-Isopropyl-4-{4-[4-(1,3-thiazol-2-yl)tetrahydro-2h-pyran-4-yl]phenoxy}piperidineAusbeute 74 %

Versuchsvorschrift

The title compound (320 mg, 74%) was prepared from 4-{4-[(1-isopropylpiperidin-4-yl)oxy]phenyl}tetrahydro-2H-pyran-4-carbothioamide and bromoacetaldehyde diethylacetal similarly to the procedure used for example 137. 1H NMR (400 MHz, CD3OD) δ 1.10 (d, 6H), 1.75-1.80 (m, 2H), 1.98-2.02 (m, 2H), 2.37-2.44 (m, 2H), 2.47-2.51 (m, 2H), 2.61-2.65 (m, 2H), 2.75-2.84 (m, 3H), 3.66-3.70 (m, 2H), 3.78-3.83 (m, 2H), 4.37 (m, 1H), 6.89 (d, 2H), 7.28 (d, 2H), 7.46 (d, 1H), 7.70 (d, 1H). RMS ESI+ m/z 387.2090 [MH]+. Microanalysis: Found: C, 67.42; H, 7.83; N, 7.08%. C22H30N2O2S. 0.2H2O requires C, 67.73; H, 7.85; N, 7.18%.

Quellen und Nachweise

ORD-Eintrag
ord-8447651984784f7b8251e3e36bf9b573
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456164B2

Verknüpfte Notizen

Wird geladen…