Water → [(R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethyl]-{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-amine

HRID 70107

Reaktionsgleichung

Cl[C:2]1[C:3]2[S:23](=[O:24])[CH2:22][CH2:21][C:4]=2[N:5]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[N:7]=1.[Cl:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([C@@H:34]([NH2:38])[CH2:35][O:36][CH3:37])[NH:31][C:30]=2[CH:39]=1.C(N(C(C)C)CC)(C)C.O>O1CCOCC1.ClCCl>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([C@@H:34]([NH:38][C:2]3[C:3]4[S:23](=[O:24])[CH2:22][CH2:21][C:4]=4[N:5]=[C:6]([N:8]4[CH2:9][CH2:10][N:11]([C:14]5[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=5)[CH2:12][CH2:13]4)[N:7]=3)[CH2:35][O:36][CH3:37])[NH:31][C:30]=2[CH:39]=1

Komponenten

Reaktionsbedingungen

Temperatur: 120 °C

Versuchsvorschrift

200 mg 4-chloro-2-[4-(4-chloro-phenyl)-piperazin-1-yl]-6,7-dihydro-thieno[3,2-d]pyrimidine 5-oxide (cf Example 124), 235 mg (R)-1-(6-chloro-1H-benzimidazol-2-yl)-2-methoxy-ethylamine and 179.62 μl diisopropylethylamine are placed in 4 ml dioxane, and the mixture is heated to 120° C. in the microwave for 0.3 hours. Then the reaction mixture is combined with water and dichloromethane and extracted. The product is purified by semipreparative HPLC (method A). 113 mg of the product are obtained as a powder. Analytical HPLC-MS, (method B): RT=1.88 min.

Aufarbeitung

extractionextracted
customThe product is purified by semipreparative HPLC (method A)

Quellen und Nachweise

ORD-Eintrag: ord-d01a71046514423f8d801eb4965992b8
Quelldatensatz: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08822474B2

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