Dichloromethane → HCID 178438027, Verbindung

Reaktionsgleichung

COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[C:15]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:16]([N:17]4[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]4)=[C:11]3[C:10](/[CH:36]=[CH:37]\[C:38]3[CH:39]=[N:40][N:41](CC4C=CC(OC)=CC=4)[CH:42]=3)=[N:9]2)=CC=1.C(O)(C(F)(F)F)=O.C(Cl)[Cl:62]>>[ClH:62].[NH:41]1[CH:42]=[C:38](/[CH:37]=[CH:36]\[C:10]2[C:11]3[C:12](=[N:13][CH:14]=[C:15]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[C:16]=3[N:17]3[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]3)[NH:8][N:9]=2)[CH:39]=[N:40]1

Komponenten

Edukt 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 68757876(Z)-tert-butyl 4-(1-(4-methoxybenzyl)-3-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)vinyl)-5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate

Produkt 1

HCID 178438027HCID 178438027, VerbindungAusbeute 97 %

Versuchsvorschrift

(Z)-tert-Butyl 4-(1-(4-methoxybenzyl)-3-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)vinyl)-5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (0.084 g, 0.12 mmol) in DCM (1 mL) was added TFA (0.5 mL) and stirred at room temperature for 1 hour. The solvent was removed. The residue was dissolved in TFA (4 ml) and heated at 78° C. (bath) in a sealed tube overnight. The solvent was removed. The residue was dissolved in DCM (0.5 mL) and 2N HCl in ether (1 mL) was added. The solid formed was collected by filtration to give (Z)-3-(2-(1H-pyrazol-4-yl)vinyl)-5-phenyl-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine hydrochloride (0.051 g, 97%) as a solid.