Potassium Iodide → HCID 178470277, Verbindung

HRID 625788

Reaktionsgleichung

Reaktionsgleichung von HRID 625788
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:3]=1.[NH2:17][C:18]1[CH:22]=[CH:21][NH:20][N:19]=1.[I-].[K+].CCN(C(C)C)C(C)C>CN(C)C=O.O>[NH:20]1[CH:21]=[CH:22][C:18]([NH:17][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:3]=2)=[N:19]1

Komponenten

7

Edukt 4

HCID 4875Potassium IodideHCID 81531DiisopropylethylamineHCID 3477840Ethyl 4-chloroquinazoline-2-carboxylateHCID 178418806HCID 178418806, Verbindung

Produkt 1

HCID 178470277HCID 178470277, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A stirred mixture of ethyl 4-chloroquinazoline-2-carboxylate (709 mg, 3 mmol), 3-aminopyrazole (274 mg, 3.3 mmol), potassium iodide (498 mg, 3 mmol), and DIEA (574 μL, 3.3 mmol) in N,N-dimethylformamide (5 mL) was heated at 50° C. for 2 h and then stirred at rt overnight. Water was added to the mixture and the precipitated solid was filtered, washed with water and dried under high vacuum at 50° C. for 3 h to afford ethyl 4-(1H-pyrazol-3-ylamino)quinazoline-2-carboxylate (595 mg, 70%). LC-MS (ESI) m/z 284 (M+H)+.

Aufarbeitung

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water
  3. customdried under high vacuum at 50° C. for 3 h

Quellen und Nachweise

ORD-Eintrag
ord-606c6d2a6ebf44f6b844bceff0c508c0
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09308207B2

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