4-(Bromomethyl)pyridine hbr → HCID 59402285, compound

HRID 2090512Notes

Reaction equation

HRID 2090512 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:13]=[CH:12][NH:11][N:10]=2)O1.Br.Br[CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1.Br[C:25]1[CH:34]=[C:33]2[C:28]([CH2:29][CH:30]([CH3:49])[N:31]([C:35]3[CH:40]=[C:39]([N:41]4[CH2:46][CH2:45][N:44]([CH3:47])[CH2:43][CH2:42]4)[N:38]=[C:37]([NH2:48])[N:36]=3)[CH2:32]2)=[CH:27][CH:26]=1>>[CH3:47][N:44]1[CH2:43][CH2:42][N:41]([C:39]2[CH:40]=[C:35]([N:31]3[CH:30]([CH3:49])[CH2:29][C:28]4[C:33](=[CH:34][C:25]([C:9]5[CH:13]=[CH:12][N:11]([CH2:17][C:18]6[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=6)[N:10]=5)=[CH:26][CH:27]=4)[CH2:32]3)[N:36]=[C:37]([NH2:48])[N:38]=2)[CH2:46][CH2:45]1

Participants

4

Reactant 3

HCID 127522194-(Bromomethyl)pyridine hbrHCID 594023174-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amineHCID 178431094HCID 178431094, compound

Product 1

HCID 59402285HCID 59402285, compound

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 156 starting from 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (Alfa Aesar, Cat. No. H27619), 4-(bromomethyl)-pyridine hydrobromide and 4-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine (Peak 1, Example 49, Step 7). LCMS (M+H)+: m/z=496.3.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-88c218a0be78440c92197177f53f3e72
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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