4-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine → 4-[7-{1-[(6-ethoxypyridin-3-yl)methyl]-1H-pyrazol-4-yl}-3,4-dihydroisoquinolin-2(1H)-yl]-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

HRID 2090291Notes

Reaction equation

HRID 2090291 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:12]3[CH:17]=[C:16]([N:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)[N:15]=[C:14]([NH2:25])[N:13]=3)[CH2:9]2)=[CH:4][CH:3]=1.[CH2:26]([O:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][N:36]2[CH:40]=[C:39](B3OC(C)(C)C(C)(C)O3)[CH:38]=[N:37]2)=[CH:31][N:30]=1)[CH3:27]>>[CH2:26]([O:28][C:29]1[N:30]=[CH:31][C:32]([CH2:35][N:36]2[CH:40]=[C:39]([C:2]3[CH:11]=[C:10]4[C:5]([CH2:6][CH2:7][N:8]([C:12]5[CH:17]=[C:16]([N:18]6[CH2:19][CH2:20][N:21]([CH3:24])[CH2:22][CH2:23]6)[N:15]=[C:14]([NH2:25])[N:13]=5)[CH2:9]4)=[CH:4][CH:3]=3)[CH:38]=[N:37]2)=[CH:33][CH:34]=1)[CH3:27]

Participants

3

Reactant 2

HCID 467010484-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amineHCID 594023392-Ethoxy-5-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyridine

Product 1

HCID 467011864-[7-{1-[(6-ethoxypyridin-3-yl)methyl]-1H-pyrazol-4-yl}-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 2 starting from 4-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine and 2-ethoxy-5-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}pyridine. LCMS(M+H)+: m/z=526.4

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-ad29489bd5bd4164826f4e897c54a7b3
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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