4-(6-Fluoropyridin-3-yl)benzonitrile → 4-{6-[7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1H)-yl]pyridin-3-yl}benzonitrile

HRID 449332Notes

Reaction equation

HRID 449332 reaction equation
Cl.[CH3:2][N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[C:13]([C:15]3[CH:24]=[C:23]4[C:18]([CH2:19][CH2:20][NH:21][CH2:22]4)=[CH:17][CH:16]=3)[N:12]=[C:11]([NH2:25])[N:10]=2)[CH2:5][CH2:4]1.F[C:27]1[N:32]=[CH:31][C:30]([C:33]2[CH:40]=[CH:39][C:36]([C:37]#[N:38])=[CH:35][CH:34]=2)=[CH:29][CH:28]=1>>[NH2:25][C:11]1[N:12]=[C:13]([C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][N:21]([C:27]4[N:32]=[CH:31][C:30]([C:33]5[CH:40]=[CH:39][C:36]([C:37]#[N:38])=[CH:35][CH:34]=5)=[CH:29][CH:28]=4)[CH2:22]3)=[CH:17][CH:16]=2)[CH:14]=[C:9]([N:6]2[CH2:5][CH2:4][N:3]([CH3:2])[CH2:8][CH2:7]2)[N:10]=1

Participants

3

Reactant 2

HCID 231159914-(6-Fluoropyridin-3-yl)benzonitrileHCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 594967184-{6-[7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinolin-2(1H)-yl]pyridin-3-yl}benzonitrile

Procedure

This compound was prepared from 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt and 4-(6-fluoropyridin-3-yl)benzonitrile using procedures analogous to those for Example 14. Analytic LCMS (M+H)+: m/z=503.4.

Sources & evidence

ORD record
ord-4233c825f1e040b69f084ed0b4f1dc17
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

Loading…