Phosgene → 7-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-N-[1-(1-methyl-1H-pyrazol-3-yl)ethyl]-3,4-dihydroisoquinoline-2(1H)-carboxamide

Reaktionsgleichung

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

Komponenten

Edukt 3

HCID 6371Phosgene

HCID 19616543alpha,1-Dimethyl-1H-pyrazole-3-methanamine

HCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Produkt 1

HCID 594966067-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-N-[1-(1-methyl-1H-pyrazol-3-yl)ethyl]-3,4-dihydroisoquinoline-2(1H)-carboxamide

Versuchsvorschrift

This compound was prepared by using procedures analogous to those described for the synthesis of Example 40 starting from 1-(1-methyl-1H-pyrazol-3-yl)ethanamine (Ryan Scientific, Cat. #B019558), phosgene and 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt. Analytic LCMS (M+H)+: m/z=476.1.