Phenylacetyl chloride → 4-(4-Methylpiperazin-1-yl)-6-[2-(phenylacetyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyrimidin-2-amine

HRID 449316Notes

Reaction equation

[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:12][N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[C:23]([C:25]3[CH:34]=[C:33]4[C:28]([CH2:29][CH2:30][NH:31][CH2:32]4)=[CH:27][CH:26]=3)[N:22]=[C:21]([NH2:35])[N:20]=2)[CH2:15][CH2:14]1>>[CH3:12][N:13]1[CH2:14][CH2:15][N:16]([C:19]2[CH:24]=[C:23]([C:25]3[CH:34]=[C:33]4[C:28]([CH2:29][CH2:30][N:31]([C:8](=[O:9])[CH2:7][C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)[CH2:32]4)=[CH:27][CH:26]=3)[N:22]=[C:21]([NH2:35])[N:20]=2)[CH2:17][CH2:18]1

Participants

Reactant 2

HCID 7679Phenylacetyl chloride

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

Product 1

HCID 497795134-(4-Methylpiperazin-1-yl)-6-[2-(phenylacetyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyrimidin-2-amine

Procedure

This compound was prepared from benzeneacetyl chloride 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=443.4.

Sources & evidence

ORD record: ord-36f02e5c83ef4694a222b88965ee6b6e
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08481732B2

Reaction notes

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