4-Bromo-1-(3-methoxybenzyl)-1H-pyrazole → 4-(2,3-Dimethylphenoxy)-1-(5-(1-(3-hydroxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

HRID 2175293Notes

Reaction equation

HRID 2175293 reaction equation
BrC1C=NN(CC2C=C(O)C=CC=2)C=1.BrC1C=NN(CC2C=CC=C(OC)C=2)C=1.[CH3:30][C:31]1[C:66]([CH3:67])=[CH:65][CH:64]=[CH:63][C:32]=1[O:33][CH2:34][CH2:35][CH2:36][C:37]([N:39]1[C:48]2[C:43](=[C:44]([C:49]3[CH:50]=[N:51][N:52]([CH2:54][C:55]4[CH:60]=[CH:59][CH:58]=[C:57]([O:61]C)[CH:56]=4)[CH:53]=3)[CH:45]=[CH:46][CH:47]=2)[CH2:42][CH2:41][CH2:40]1)=[O:38]>>[CH3:30][C:31]1[C:66]([CH3:67])=[CH:65][CH:64]=[CH:63][C:32]=1[O:33][CH2:34][CH2:35][CH2:36][C:37]([N:39]1[C:48]2[C:43](=[C:44]([C:49]3[CH:50]=[N:51][N:52]([CH2:54][C:55]4[CH:60]=[CH:59][CH:58]=[C:57]([OH:61])[CH:56]=4)[CH:53]=3)[CH:45]=[CH:46][CH:47]=2)[CH2:42][CH2:41][CH2:40]1)=[O:38]

Participants

4

Reactant 3

HCID 551371064-Bromo-1-(3-methoxybenzyl)-1H-pyrazoleHCID 709825774-(2,3-Dimethylphenoxy)-1-(5-(1-(3-methoxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-oneHCID 709829143-((4-Bromo-1H-pyrazol-1-yl)methyl)phenol

Product 1

HCID 709835804-(2,3-Dimethylphenoxy)-1-(5-(1-(3-hydroxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

Procedure

The title compound was prepared using a procedure analogous to 3-((4-bromo-1H-pyrazol-1-yl)methyl)phenol except that 4-bromo-1-(3-methoxybenzyl)-1H-pyrazole was replaced with 4-(2,3-dimethylphenoxy)-1-(5-(1-(3-methoxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one. LCMS, [M+H]+=496.4.

Sources & evidence

ORD record
ord-0c514956084f44cfbf4f261e73db21bd
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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