Cyanuric chloride → 1-(4,6-dichloro-1,3,5-triazin-2-yl)-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

HRID 1678417

Reaktionsgleichung

Reaktionsgleichung von HRID 1678417
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][NH:10][C:11]([CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)=[O:12].[N:21]1[C:28]([Cl:29])=[N:27][C:25](Cl)=[N:24][C:22]=1[Cl:23].C(N(C(C)C)CC)(C)C>C(#N)C>[Cl:23][C:22]1[N:21]=[C:28]([Cl:29])[N:27]=[C:25]([N:16]2[CH2:17][CH2:18][CH:13]([C:11]([NH:10][CH2:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[C:2]([F:1])([F:19])[F:20])=[O:12])[CH2:14][CH2:15]2)[N:24]=1

Komponenten

5

Edukt 3

HCID 7954Cyanuric chlorideHCID 81531DiisopropylethylamineHCID 59614575N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Produkt 1

HCID 866443151-(4,6-dichloro-1,3,5-triazin-2-yl)-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide (950 mg, 3.32 mmol, 1.00 equiv) in acetonitrile (30 ml) at room temperature, cyanuric chloride (612 mg, 3.32 mmol, 1.00 equiv) and diisopropylethylamine (DIEA, 1.74 ml, 9.95 mmol, 3.00 equiv) were added dropwise. The reaction was stirred at room temperature for 3 h. Without workup or purification, the reaction mixture was carried forward to the next step. MS (ES+): m/e 435.9 [M+H]+

Aufarbeitung

  1. customWithout workup or purification

Quellen und Nachweise

ORD-Eintrag
ord-2dba5bfded25437cb075a8b26a9da52b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008483B2

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