Chlorotrimethylsilane → {4-[4-(5-methoxy-1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride

HRID 2357437Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2357437
C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:13].Cl.[CH3:15][O:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH:26]1[CH2:31][CH2:30][N:29]([CH:32]2[CH2:37][CH2:36][C:35]([N:44]([CH3:46])[CH3:45])([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:34][CH2:33]2)[CH2:28][CH2:27]1.[Cl:47][Si](C)(C)C>CC(CC)=O>[ClH:47].[ClH:13].[CH3:15][O:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH:26]1[CH2:27][CH2:28][N:29]([CH:32]2[CH2:33][CH2:34][C:35]([N:44]([CH3:45])[CH3:46])([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:36][CH2:37]2)[CH2:30][CH2:31]1

Komponenten

5

Edukt 3

HCID 6397ChlorotrimethylsilaneHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 10029113{4-[4-(5-methoxy-1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine

Produkt 1

HCID 10029112{4-[4-(5-methoxy-1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

To prepare the dihydrochloride the polar diastereoisomer of {4-[4-(5-methoxy-1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine (170 mg, 0.4 mmole) was dissolved in ethyl methyl ketone (5 ml) and chlorotrimethylsilane (125 μl, 1.0 mmole) was added. The solid thereby formed was filtered off and dried. The polar {4-[4-(5-methoxy-1H-indol-3-yl)piperidine-1-yl]-1-phenylcyclohexyl}-dimethylamine dihydrochloride was thereby obtained as a colourless solid with an m.p. of 201°-203° C. in a yield of 200 mg (Example 8).

Aufarbeitung

  1. customThe solid thereby formed
  2. filtrationwas filtered off
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ba6d2c0f71c84f17bd2bdecc1785a5c4
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07759385B2

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