Diisopropylethylamine → 1-(1-Benzothien-2-ylmethyl)-4-(2-pyridinyl)piperazine

HRID 1768344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1768344
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10]O.CS(OS(C)(=O)=O)(=O)=O.CCN(C(C)C)C(C)C.[N:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1>C(Cl)Cl>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][N:39]1[CH2:40][CH2:41][N:36]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][N:30]=2)[CH2:37][CH2:38]1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 81560Methanesulfonic anhydrideHCID 944591-(2-Pyridyl)piperazineHCID 27763352-(Hydroxymethyl)benzo[b]thiophene

Produkt 1

HCID 104480641-(1-Benzothien-2-ylmethyl)-4-(2-pyridinyl)piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The product from Example 8A (300 mg 1.8 mmol), methane sulfonic anhydride (313 mg, 1.8 mmol), and DIEA (200 μL 5.4 mmol) were combined. After stirring, 1-(2-pyridinyl)piperazine (328 mg, 2.9 mmol) in 4 ml DCM was also combined and the mixture was processed as described in Example 8B to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.57 (m, 4H) 3.50 (m, 4H) 3.84 (s, 2H) 6.63 (m, 2H) 6.81 (d, J=8.48 Hz, 1H) 7.32 (m, 2H) 7.52 (m, 2H) 7.77 (m, 1H) 7.90 (m, 1H). (ESI) m/z 310 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-9846f2cd2a684f51aa497ecbb3ac107e
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07235661B2

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