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Triethylamine → HCID 21477601, Verbindung

HRID 864394
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 864394
[CH3:1][C:2]([CH3:23])([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[N:18]=[CH:17][N:16]=[C:15](Cl)[C:14]=2[N+:20]([O-])=O)[CH2:9][CH2:8]1)=[O:6])[CH3:3].C(N(CC)CC)C.[H][H]>[Pd].C(O)C>[CH3:3][C:2]([CH3:23])([O:4][C:5]([N:7]1[CH2:8][CH2:9][N:10]([C:13]2[N:18]=[CH:17][N:16]=[CH:15][C:14]=2[NH2:20])[CH2:11][CH2:12]1)=[O:6])[CH3:1]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 21477639tert-Butyl 4-(6-chloro-5-nitropyrimidin-4-yl)piperazine-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 21477601HCID 21477601, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator
HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

A mixture of 1-[1,1-dimethylethoxycarbonyl]-4-[4-chloro-5-nitro-6-pyrimidyl]piperazine (PREPARATION 23, 0.56 g) and triethylamine (0.3 ml) and palladium on carbon (5%, 0.13 g) in ethanol (100 ml) is charged with hydrogen gas (30 psi). After the theoretical amount of hydrogen gas is consumed, the catalyst is removed under reduced pressure. The filtrate is concentrated under reduced pressure to a foam which is diluted with an aqueous saturated solution of potassium carbonate and dichloromethane. The phases are separated and the organic phase is dried over sodium sulfate and concentrated to give to give the title compound, NMR (CDCl3) 1.49, 3.49, 3.29, 3.56, 7.98, and 8.39δ.

Aufarbeitung

  1. customAfter the theoretical amount of hydrogen gas is consumed
  2. customthe catalyst is removed under reduced pressure
  3. concentrationThe filtrate is concentrated under reduced pressure to a foam which
  4. additionis diluted with an aqueous saturated solution of potassium carbonate and dichloromethane
  5. customThe phases are separated
  6. dry with materialthe organic phase is dried over sodium sulfate
  7. concentrationconcentrated
  8. customto give

Quellen und Nachweise

ORD-Eintrag
ord-17b9fce27bbb4594a1780df6322afe6d
Quelldatensatz
uspto-grants-1996_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05563142

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