Cyclopentyl 4-nitrophenyl carbonate → cyclopentyl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 449318Notes

Reaction equation

HRID 449318 reaction equation
[C:1](=[O:18])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1.Cl.[CH3:20][N:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:32]=[C:31]([C:33]3[CH:42]=[C:41]4[C:36]([CH2:37][CH2:38][NH:39][CH2:40]4)=[CH:35][CH:34]=3)[N:30]=[C:29]([NH2:43])[N:28]=2)[CH2:23][CH2:22]1>>[NH2:43][C:29]1[N:30]=[C:31]([C:33]2[CH:42]=[C:41]3[C:36]([CH2:37][CH2:38][N:39]([C:1]([O:2][CH:3]4[CH2:4][CH2:5][CH2:6][CH2:7]4)=[O:18])[CH2:40]3)=[CH:35][CH:34]=2)[CH:32]=[C:27]([N:24]2[CH2:23][CH2:22][N:21]([CH3:20])[CH2:26][CH2:25]2)[N:28]=1

Participants

3

Reactant 2

HCID 54340011Cyclopentyl 4-nitrophenyl carbonateHCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 59496568cyclopentyl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

Procedure

This compound was prepared from cyclopentyl 4-nitrophenyl carbonate and 4-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt using procedures analogous to those for Example 2. Analytic LCMS (M+H)+: m/z=437.4.

Sources & evidence

ORD record
ord-43898986b475435784b648147ae529d7
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

Loading…