2-Pyrimidinamine, 4-chloro-6-methoxy- → 3-(4-Chloro-6-methoxypyrimidin-2-yl)-1-(1-pyrrolidinosulfonylethylsulfonyl)urea

HRID 1588456

Reaktionsgleichung

Reaktionsgleichung von HRID 1588456
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([O:9][CH3:10])[N:3]=1.[N:11]1([S:16]([CH:19]([S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22])[CH3:20])(=[O:18])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12]1>ClCCl>[Cl:8][C:6]1[CH:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:1][C:25](=[O:26])[NH:24][S:21]([CH:19]([S:16]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)(=[O:17])=[O:18])[CH3:20])(=[O:22])=[O:23])[N:7]=1

Komponenten

4

Edukt 2

HCID 798112-Pyrimidinamine, 4-chloro-6-methoxy-HCID 150294331-Pyrrolidinosulfonylethylsulfonyl isocyanate

Produkt 1

HCID 150294343-(4-Chloro-6-methoxypyrimidin-2-yl)-1-(1-pyrrolidinosulfonylethylsulfonyl)ureaAusbeute 701,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1.6 g (0.01 mol) of 2-amino-4-chloro-6-methoxypyrimidine are dissolved in 30 ml of dichloromethane, and 2.7 g (0.01 mol) of 1-pyrrolidinosulfonylethylsulfonyl isocyanate (Example 3b) in 30 ml of dichloromethane are added dropwise at room temperature. After the mixture has been stirred for 3 hours at room temperature, the organic phase is washed with 2N HCl and water, dried and evaporated. Trituration of the crude product with diethyl ether gives 30 g (70% of theory) of 3-(4-chloro-6-methoxypyrimidin-2-yl)-1-(1-pyrrolidinosulfonylethylsulfonyl)urea of melting point 158°-160° C.

Aufarbeitung

  1. washthe organic phase is washed with 2N HCl and water
  2. customdried
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3dab90d453e14ce7acd885781e32b5bc
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05223017

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