3-Chlorophenoxyacetyl chloride → 4-{2-[(3-Chlorophenoxy)acetyl]-1,2,3,4-tetrahydroisoquinolin-7-yl}-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

HRID 449376

Reaction equation

HRID 449376 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[O:5][CH2:6][C:7](Cl)=[O:8].Cl.[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[C:25]([C:27]3[CH:36]=[C:35]4[C:30]([CH2:31][CH2:32][NH:33][CH2:34]4)=[CH:29][CH:28]=3)[N:24]=[C:23]([NH2:37])[N:22]=2)[CH2:17][CH2:16]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[O:5][CH2:6][C:7]([N:33]1[CH2:32][CH2:31][C:30]2[C:35](=[CH:36][C:27]([C:25]3[CH:26]=[C:21]([N:18]4[CH2:17][CH2:16][N:15]([CH3:14])[CH2:20][CH2:19]4)[N:22]=[C:23]([NH2:37])[N:24]=3)=[CH:28][CH:29]=2)[CH2:34]1)=[O:8]

Participants

3

Reactant 2

HCID 70103393-Chlorophenoxyacetyl chlorideHCID 675414894-(4-methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine HCl salt

Product 1

HCID 594967404-{2-[(3-Chlorophenoxy)acetyl]-1,2,3,4-tetrahydroisoquinolin-7-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 2 starting from (3-chlorophenoxy)acetyl chloride (Lancaster, Cat. #L18427) 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=493.2/495.1.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-424f3f5b5f014613b31d109760266ba6
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Linked notes

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