Toluene → HCID 20290694, compound

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13](=[O:14])[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6]1.C1(C)C=CC=CC=1.[Cl:22][C:23]1[N:28]=[C:27]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:26]=[N:25][CH:24]=1>C(N(CC)CC)C>[ClH:1].[Cl:22][C:23]1[N:28]=[C:27]([N:29]2[CH2:30][CH2:31][N:32]([CH2:2][CH2:3][CH2:4][N:5]3[C:13](=[O:14])[N:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:7]4=[N:6]3)[CH2:33][CH2:34]2)[CH:26]=[N:25][CH:24]=1

Participants

Procedure

To a solution of 3.2 g. (15.1 mmole) of 2-(3-chloropropyl)-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one in 25 ml. toluene is added 2.4 g. (12.1 mmole) of 6-chloro-2-(1-piperazinyl)pyrazine and 2.1 ml. triethylamine. The mixture is refluxed 3 days under N2, cooled, and filtered to give 1.85 g. of the crude base of the title compound. The crude base is chromatographed on silica gel to give the pure base on elution with 1-2% methanol-chloroform. This material is dissolved in absolute ethanol and the solution treated with anhydrous hydrogen chloride to give tan crystals of title compound, m.p. 243°-245°, dec.