m-(Trifluoromethyl)cinnamic acid → 4-(3-Piperidin-1-yl-propyl)-1-[(e)-3-(3-trifluoromethyl-phenyl)-acryloyl]-[1,4]diazepan-5-one

HRID 1867413

Reaktionsgleichung

Reaktionsgleichung von HRID 1867413
ClC1C=C(/C=C/C(N2CCC(=O)NCC2)=O)C=CC=1Cl.[F:21][C:22]([F:35])([F:34])[C:23]1[CH:24]=[C:25]([CH:31]=[CH:32][CH:33]=1)/[CH:26]=[CH:27]/[C:28]([OH:30])=O.Cl.Cl.[N:38]1([CH2:44][CH2:45][CH2:46][N:47]2[C:53](=[O:54])[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]2)[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>>[N:38]1([CH2:44][CH2:45][CH2:46][N:47]2[C:53](=[O:54])[CH2:52][CH2:51][N:50]([C:28](=[O:30])/[CH:27]=[CH:26]/[C:25]3[CH:31]=[CH:32][CH:33]=[C:23]([C:22]([F:21])([F:35])[F:34])[CH:24]=3)[CH2:49][CH2:48]2)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]1

Komponenten

4

Edukt 3

HCID 719451m-(Trifluoromethyl)cinnamic 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 684344134-(3-Piperidin-1-yl-propyl)-1-[(e)-3-(3-trifluoromethyl-phenyl)-acryloyl]-[1,4]diazepan-5-one

Versuchsvorschrift

In analogy to the procedure described in intermediate 1A, (E)-3-(trifluoromethyl)cinnamic acid and 4-(3-piperidin-1-yl-propyl)-[1,4]diazepan-5-one-dihydrochloride (intermediate 4B, suspended in CH2Cl2 with 4 equivalent of Et3N) gave after purification on catridges, Si-Amine, 70 mL, 20 g (EtOAc) the title compound as a light yellow viscous oil. MS: 438.4 (MH+).

Aufarbeitung

  1. customgave
  2. customafter purification on catridges, Si-Amine, 70 mL, 20 g (EtOAc) the title compound as a light yellow viscous oil

Quellen und Nachweise

ORD-Eintrag
ord-31046ed3dbd844b9a7167d70d82d4de9
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632829B2

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