Triethylamine → HCID 56949203, Verbindung

HRID 333961

Reaktionsgleichung

Reaktionsgleichung von HRID 333961
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(N(CC)CC)C.[C:25](Cl)(=[O:30])/[CH:26]=[CH:27]/[CH2:28][CH3:29]>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[N:12]1[CH2:17][CH2:16][N:15]([C:25](=[O:30])/[CH:26]=[CH:27]/[CH2:28][CH3:29])[CH2:14][CH2:13]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5706546(E)-pent-2-enoyl chlorideHCID 43840508(8-Methyl-4-quinolyl)piperazine

Produkt 1

HCID 56949203HCID 56949203, VerbindungAusbeute 9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

8-Methyl-4-piperazin-1-yl-quinoline (22.7 mg, 0.1 mmol) was dissolved in dichloromethane (1 ml), triethylamine was added (1 ml of a 0.12 M solution in dichloromethane) followed by a solution of (E)-pent-2-enoyl chloride (1 ml, 0.12 M in dichloromethane). The mixture was shaken briefly, washed with 5% sodium bicarbonate solution (2×), water and evaporated to dryness. The raw product was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile) to yield 2.8 mg of a solid (0.009 mmol, 9%).

Aufarbeitung

  1. washwashed with 5% sodium bicarbonate solution (2×), water
  2. customevaporated to dryness
  3. customThe raw product was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile)

Quellen und Nachweise

ORD-Eintrag
ord-bfcfd5a66fe44642ba71d6f63e70577d
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883791B2

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