3-(2-Iodoethyl)-7-methoxy-1-benzofuran → Hydrochloric Acid

HRID 1178814Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1178814
[CH3:1][O:2][C:3]1[C:11]2[O:10][CH:9]=[C:8]([CH2:12][CH2:13]I)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[Cl:15][C:16]1[CH:17]=[C:18]2[C:23](=[C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[CH:25]=1)[N:22]=[CH:21][CH:20]=[CH:19]2>>[CH3:1][O:2][C:3]1[C:11]2[O:10][CH:9]=[C:8]([CH2:12][CH2:13][N:29]3[CH2:30][CH2:31][N:26]([C:24]4[CH:25]=[C:16]([Cl:15])[CH:17]=[C:18]5[C:23]=4[N:22]=[CH:21][CH:20]=[CH:19]5)[CH2:27][CH2:28]3)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[ClH:15]

Komponenten

4

Edukt 2

HCID 236144473-(2-Iodoethyl)-7-methoxy-1-benzofuranHCID 592048546-Chloro-8-(piperazin-1-yl)quinoline

Produkt 2

HCID 313Hydrochloric AcidHCID 114870048-{4-[2-(7-Methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-chloro-quinoline

Versuchsvorschrift

8-{4-[2-(7-methoxy-1-benzofuran-3-yl)ethyl]-1-piperazinyl}-6-chloro-quinoline was prepared by generally following the procedure outlined in example 18, step 3, starting from 2-(7-methoxy-1-benzofuran-3-yl)ethyl iodide (301 mg, 1 mmol) and 6-chloro-8-piperazino quinoline (247 mg, 1 mmol). The product was purified by silica-gel column chromatography by eluting it initially with 80% ethyl acetate:hexane and then with 5% methanol:ethyl acetate. A HCl salt was prepared, yielding a green spongy solid. mp 248° C.; Yield: 320 mg (69%); (M+H): 424; 1H NMR δ 11.8 (bs, 1H), 9.0 (d, 1H), 8.5 (d, 1H), 8.0 (s, 1H), 7.8-7.0 (m, 5H), 6.8 (d, 1H), 4.2 (d, 2H), 3.9 (s, 3H), 3.7-3.2 (m, 10H).

Aufarbeitung

  1. customThe product was purified by silica-gel column chromatography
  2. washby eluting it initially with 80% ethyl acetate
  3. customyielding a green spongy solid

Quellen und Nachweise

ORD-Eintrag
ord-7dd5db4c11664e18961c2ea92a25a4d0
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07276603B2

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