Hydrochloric Acid → HCID 15908472, Verbindung

HRID 480026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 480026
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][N:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[C:9](=[O:16])[NH:8][C:7]1=[O:17].[F:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.Cl>N1C=CC=CC=1>[O:17]=[C:7]1[NH:8][C:9](=[O:16])[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:15]=2[N:6]1[CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[S:25]([C:22]1[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=1)(=[O:27])=[O:26]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 95884-Fluorobenzenesulfonyl chlorideHCID 18768328HCID 18768328, Verbindung

Produkt 1

HCID 15908472HCID 15908472, VerbindungAusbeute 34,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 75 mg (0.32 mmol) of 1-[3-(methylamino)propyl]-5,6,7,8-tetrahydro-2,4(1H,3H)-quinazolinedione and 61.5 mg (0.32 mmol) of 4-fluorophenylsulphonyl chloride in 3 ml of pyridine is stirred at room temperature overnight. The reaction mixture is then adjusted to pH 1 using 2-molar hydrochloric acid and extracted twice with in each case 20 ml of ethyl acetate. The organic phase is concentrated under reduced pressure and the resulting residue is purified by preparative HPLC (RP-C18, acetonitrile/water gradient). This gives 43.1 mg (34% yield) of the product as an amorphous solid.

Aufarbeitung

  1. extractionextracted twice with in each case 20 ml of ethyl acetate
  2. concentrationThe organic phase is concentrated under reduced pressure
  3. customthe resulting residue is purified by preparative HPLC (RP-C18, acetonitrile/water gradient)

Quellen und Nachweise

ORD-Eintrag
ord-2d358a7a2aff40029844bc40a68edc6b
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06649618B2

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