Isoindoline → 4-[7-(1,3-Dihydro-2H-isoindol-2-ylcarbonyl)-3,4-dihydroisoquinolin-2(1H)-yl]-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

HRID 2090312Notes

Reaction equation

HRID 2090312 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:18](O)=[O:19])=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[N:3]=1.[CH2:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][NH:29]1>>[CH2:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][N:29]1[C:18]([C:12]1[CH:11]=[C:10]2[C:15]([CH2:16][CH2:17][N:8]([C:6]3[CH:5]=[C:4]([N:21]4[CH2:22][CH2:23][N:24]([CH3:27])[CH2:25][CH2:26]4)[N:3]=[C:2]([NH2:1])[N:7]=3)[CH2:9]2)=[CH:14][CH:13]=1)=[O:19]

Participants

3

Reactant 2

HCID 422478IsoindolineHCID 594022702-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acid

Product 1

HCID 594022654-[7-(1,3-Dihydro-2H-isoindol-2-ylcarbonyl)-3,4-dihydroisoquinolin-2(1H)-yl]-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 18 starting from 2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acid and isoindoline (Aldrich Cat. No. 515574). LCMS (M+H)+: m/z=470.2.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-16b87fc6be86488dbb4e3b67579c6d8d
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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