Dichloromethane → 5-cyclobutyl-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine hydrochloride

반응식

C(O)(C(F)(F)F)=O.[CH:8]1([C:12]2[C:13]([N:21]3[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)=[C:14]3[CH:20]=[N:19][NH:18][C:15]3=[N:16][CH:17]=2)[CH2:11][CH2:10][CH2:9]1.C(Cl)[Cl:35]>>[ClH:35].[CH:8]1([C:12]2[C:13]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[C:14]3[CH:20]=[N:19][NH:18][C:15]3=[N:16][CH:17]=2)[CH2:9][CH2:10][CH2:11]1

참가 물질

반응물 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 68767958tert-butyl 4-(5-cyclobutyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate

생성물 1

HCID 687577895-cyclobutyl-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine hydrochloride수율 97%

실험 절차

TFA (0.60 mL, 7.83 mmol) was added to a solution of tert-butyl 4-(5-cyclobutyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (0.14 g, 0.39 mmol) in DCM (10 mL) and stirred at room temperature for 1 hour. The solvent was removed. The resulting residue was dissolved in DCM (0.5 mL), and 2N HCl in ether (2 mL) was added. The solid formed was collected by filtration to give 5-cyclobutyl-4-(piperazin-1-yl)-1H-pyrazolo[3,4-b]pyridine hydrochloride (0.125 g, 97%).