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Sodium hydride → 4-Chloro-6-(2-ethylpiperidino)-5-fluoropyrimidine

HRID 14568
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 14568
[H-].[Na+].[CH2:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6]1)[CH3:4].[Cl:11][C:12]1[C:17]([F:18])=[C:16](Cl)[N:15]=[CH:14][N:13]=1.[Cl-].[NH4+]>O1CCCC1>[Cl:11][C:12]1[C:17]([F:18])=[C:16]([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:5]2[CH2:3][CH3:4])[N:15]=[CH:14][N:13]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 942052-EthylpiperidineHCID 112866754,6-Dichloro-5-fluoropyrimidine

Produkt 1

HCID 593411174-Chloro-6-(2-ethylpiperidino)-5-fluoropyrimidineAusbeute 75,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
3×

Versuchsvorschrift

0.07 g of sodium hydride (60% oil suspension) was suspended in 3 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.14 g of 2-ethylpiperidine was added dropwise at room temperature therein slowly, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 1 ml of tetrahydrofuran solution of 0.2 g of 4,6-dichloro-5-fluoropyrimidine at room temperature, and stirred for 4 hours. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.22 g of 4-chloro-6-(2-ethylpiperidino)-5-fluoropyrimidine.

Aufarbeitung

  1. stirringstirred for 4 hours
  2. extractionthe mixture was extracted with tert-butyl methyl ether three times
  3. washThe organic layers were washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cfcbc0ba66804e69949d8072ec909492
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07732448B2

Notizen zur Reaktion

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