Propargyl bromide → HCID 59835761, Verbindung

HRID 1916716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1916716
C([O-])([O-])=O.[K+].[K+].Br[CH2:8][C:9]#[CH:10].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][C:21]([C:24]#[C:25][C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[N:31]([CH2:35][CH2:36][NH:37][CH2:38][CH:39]3[CH2:41][CH2:40]3)[CH:30]=[CH:29]4)=[N:22][CH:23]=2)=[CH:14][CH:13]=1>CN(C=O)C>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:19]=[CH:20][C:21]([C:24]#[C:25][C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[N:31]([CH2:35][CH2:36][N:37]([CH2:38][CH:39]3[CH2:40][CH2:41]3)[CH2:10][C:9]#[CH:8])[CH:30]=[CH:29]4)=[N:22][CH:23]=2)=[CH:16][CH:17]=1

Komponenten

5

Edukt 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 59835834(2-{5-[5-(4-Chloro-phenyl)-pyridin-2-ylethynyl]-indol-1-yl}-ethyl)-cyclopropylmethyl-amine

Produkt 1

HCID 59835761HCID 59835761, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

45 mg (0.33 mmol) K2CO3 and 13 μL (0.18 mmol) 3-bromo-propyne are added at RT to a solution of 70 mg (0.16 mmol) (2-{5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-indol-1-yl}-ethyl)-cyclopropylmethyl-amine in 2 mL DMF and the reaction mixture is stirred for 4 h at RT. The mixture is evaporated down i. vac., the residue is taken up in water, extracted exhaustively with DCM and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (Alox, cyc/EtOAc 4:1).

Aufarbeitung

  1. customThe mixture is evaporated down i
  2. extractionextracted exhaustively with DCM
  3. dry with materialthe organic phase is dried over Na2SO4
  4. customis purified by chromatography (Alox, cyc/EtOAc 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-c6a03cbd963240678ee8fb810c8f1717
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618132B2

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