Water → HCID 69308449, Verbindung

HRID 1947057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1947057
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([NH2:14])=[O:13])=[CH:4]1.[CH2:15]([S:19][C:20]1[N:25]=[C:24](Cl)[CH:23]=[CH:22][N:21]=1)[CH2:16][CH2:17][CH3:18].O>CN(C=O)C>[CH2:15]([S:19][C:20]1[N:21]=[C:22]([N:3]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([C:12]([NH2:14])=[O:13])=[CH:4]2)[CH:23]=[CH:24][N:25]=1)[CH2:16][CH2:17][CH3:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 21925421H-indole-3-carboxamideHCID 597434972-Butylsulfanyl-4-chloro-pyrimidine

Produkt 1

HCID 69308449HCID 69308449, VerbindungAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

NaH (480 mg, 12 mmol, 60% suspension) was added to a solution of 1H-indole-3-carboxylic acid amide (1.6 g, 10 mmol) in DMF (5 mL) at 0° C. and stirred for 20 min. A solution of 2-butylsulfanyl-4-chloro-pyrimidine (2.23 g) in DMF (5 mL) was added at 0° C., and the mixture allowed to warm to RT overnight. Water was added to the mixture, and the resulting white solid filtered off, washed with water (20 mL) and DCM (20 mL) and air-dried overnight to provide 1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide (3.224 g, 98.77% yield) as a crude product.

Aufarbeitung

  1. filtrationthe resulting white solid filtered off
  2. washwashed with water (20 mL) and DCM (20 mL)
  3. customair-dried overnight

Quellen und Nachweise

ORD-Eintrag
ord-c39dde2ab05640d4a63ddff920e05a50
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399462B2

Notizen zur Reaktion

Wird geladen…