4-Chloro-3-fluorocinnamic acid → 1-[(e)-3-(4-Chloro-3-fluoro-phenyl)-acryloyl]-4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one

HRID 1867421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1867421
ClC1C=C(/C=C/C(N2CCC(=O)NCC2)=O)C=CC=1Cl.Cl.Cl.[N:23]1([CH2:29][CH2:30][CH2:31][N:32]2[C:38](=[O:39])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.[Cl:40][C:41]1[CH:51]=[CH:50][C:44](/[CH:45]=[CH:46]/[C:47](O)=[O:48])=[CH:43][C:42]=1[F:52]>CCOC(C)=O>[Cl:40][C:41]1[CH:51]=[CH:50][C:44](/[CH:45]=[CH:46]/[C:47]([N:35]2[CH2:36][CH2:37][C:38](=[O:39])[N:32]([CH2:31][CH2:30][CH2:29][N:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)[CH2:33][CH2:34]2)=[O:48])=[CH:43][C:42]=1[F:52]

Komponenten

5

Edukt 3

HCID 57084034-Chloro-3-fluorocinnamic acidHCID 620449211-[(E)-3-(3,4-Dichloro-phenyl)-acryloyl]-[1,4]diazepan-5-oneHCID 670807474-(3-Piperidin-1-yl-propyl)-[1,4]diazepan-5-one dihydrochloride2×

Produkt 1

HCID 250320891-[(e)-3-(4-Chloro-3-fluoro-phenyl)-acryloyl]-4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In analogy to the procedure described in intermediate 1A, 4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one-dihydrochloride (intermediate 4B) and (E)-4-chloro-3-fluorocinnamic acid gave after work up with EtOAc (×3)/saturated NaHCO3 and precipitation (n-pentane) the title compound as off-white solid. MS: 422.2 (MH+, Cl).

Aufarbeitung

  1. custom×3)/saturated NaHCO3 and precipitation (n-pentane) the title compound as off-white solid

Quellen und Nachweise

ORD-Eintrag
ord-d726c690e4a04bd39c66861089eee542
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632829B2

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