Piperazine → 2-[{4-(2-Pyridinyl)Benzyl}Oxy]-6-(1-Piperazinyl)Pyrazine

반응식

Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)=[CH:12][CH:11]=2)[N:3]=1.N1C=CC=CC=1C1C=CC(CO)=CC=1.[NH:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1.C([O-])([O-])=O.[K+].[K+]>>[N:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:13]1[CH:14]=[CH:15][C:10]([CH2:9][O:8][C:4]2[CH:5]=[N:6][CH:7]=[C:2]([N:36]3[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]3)[N:3]=2)=[CH:11][CH:12]=1

참가 물질

반응물 4

HCID 4837Piperazine

HCID 11430Potassium Carbonate

HCID 1515239(4-(Pyridin-2-yl)phenyl)methanol

HCID 181869352-Chloro-6-[{4-(2-pyridinyl)benzyl}oxy]pyrazine

생성물 1

HCID 181869372-[{4-(2-Pyridinyl)Benzyl}Oxy]-6-(1-Piperazinyl)Pyrazine

실험 절차

The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-[{4-(2-pyridinyl)benzyl}oxy]pyrazine (2.73 g, 9.16 mmol; obtained according to the procedure of example 50, step 1, starting from 4-(2-pyridinyl)benzyl alcohol*), piperazine (2.41 g, 27.9 mmol) and K2CO3 (1.33 g, 9.62 mmol) with the exception that the final filtration through alumina was omitted. The yield of the of the title compound was 2.06 g (65%) which was obtained as a beige colored oil that solidified when refrigerated. Purity 100% (HPLC). MS m/z 347 (M)+. HRMS m/z calcd for C20H21N5O (M)+ 347.1746, found 347.1749.