4-Hydroxypyrrolidine → 1-(4-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-4-propyl-piperazine

HRID 1005818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1005818
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[O:21][CH3:22])=[C:10]([C:23]([F:26])([F:25])[F:24])[CH:9]=2)[CH:5]=[CH:4][N:3]=1.OC1CCNC1.[CH2:33]([N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)[CH2:34][CH3:35]>>[CH3:22][O:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:39]3[CH2:40][CH2:41][N:36]([CH2:33][CH2:34][CH3:35])[CH2:37][CH2:38]3)[CH:7]=2)=[CH:9][C:10]=1[C:23]([F:26])([F:25])[F:24]

Komponenten

4

Edukt 3

HCID 982104-HydroxypyrrolidineHCID 415812Piperazine, 1-propyl-, hydrochloride (1:2)HCID 219068092-Chloro-4-(4-(2-methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine

Produkt 1

HCID 219067901-(4-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-4-propyl-piperazine

Versuchsvorschrift

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 96 (0.039 g, 0.0985 mmol) and 3-hydroxypyrrolidine with 1-propylpiperazine. A yellow solid 114 was obtained (0.033 g, 69%). 1H-NMR (CDCl3, 400 MHz) δ 1.03 (t, J=7.3 Hz, 3H), 1.83-1.92 (m, 2H), 2.65-3.10 (br, 8H), 2.98-3.04 (m, 2H), 3.83 (s, 3H), 6.89 (s, 1H), 6.99-7.06 (m, 3H), 7.09 (d, J=8.1 Hz, 1H), 7.43-7.52 (m, 3H), 7.85 (s, 1H), 8.26 (d, J=5.9 Hz, 1H); MS (APCI) m/z 488 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-37fab5bceebc4ed0a16b9a0a082a504b
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06787542B2

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