8-Bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one → 8-bromo-3-methyl-1-{3-methyl-1-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrazol-4-yl}-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

HRID 445692Notes

Reaction equation

HRID 445692 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]4[C:16]([CH3:21])=[N:17][N:18]([CH3:20])[CH:19]=4)[C:5]=3[C:4]=2[CH:3]=1.BrC1C=CC2N=CC3NC(=O)N(C4C(C)=NN(C[C:44]([N:46]5[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]5)=[O:45])C=4)C=3C=2C=1>>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]4[C:16]([CH3:21])=[N:17][N:18]([CH2:20][C:44]([N:46]5[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]5)=[O:45])[CH:19]=4)[C:5]=3[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 596197398-Bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-oneHCID 596198958-bromo-1-{3-methyl-1-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrazol-4-yl}-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Product 1

HCID 596197298-bromo-3-methyl-1-{3-methyl-1-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrazol-4-yl}-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Procedure

The title compound was synthesized in a similar manner as described for Intermediate A using 8-bromo-1-{3-methyl-1-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethyl]-1H-pyrazol-4-yl}-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Stage 133.1.1) to give the title compound as an off-white solid. (HPLC: tR 2.06 min (Method A); M+H=498, 500 MS-ES)

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-673d5f62dee74b099621a4a8dee248ad
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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