4-Bromopyrazole → 1-(5-(1-(3-Bromobenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

HRID 2175278Notes

Reaction equation

HRID 2175278 reaction equation
BrC1C=NN(CC2C=C(C=CC=2)C(OC)=O)C=1.BrC1C=NNC=1.[NH:24]1[CH:28]=[C:27]([C:29]2[CH:38]=[CH:37][CH:36]=[C:35]3[C:30]=2[CH2:31][CH2:32][CH2:33][N:34]3[C:39](=[O:52])[CH2:40][CH2:41][CH2:42][O:43][C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([CH3:50])[C:45]=2[CH3:51])[CH:26]=[N:25]1.BrCC1C=C(C=CC=1)C(OC)=O.[Br:65][C:66]1[CH:71]=[CH:70][CH:69]=[C:68]([CH2:72]Br)[CH:67]=1>>[Br:65][C:66]1[CH:67]=[C:68]([CH:69]=[CH:70][CH:71]=1)[CH2:72][N:24]1[CH:28]=[C:27]([C:29]2[CH:38]=[CH:37][CH:36]=[C:35]3[C:30]=2[CH2:31][CH2:32][CH2:33][N:34]3[C:39](=[O:52])[CH2:40][CH2:41][CH2:42][O:43][C:44]2[CH:49]=[CH:48][CH:47]=[C:46]([CH3:50])[C:45]=2[CH3:51])[CH:26]=[N:25]1

Participants

6

Reactant 5

HCID 163754-BromopyrazoleHCID 699793-Bromobenzyl bromideHCID 517981Methyl 3-(bromomethyl)benzoateHCID 17024610methyl 3-[(4-bromo-1H-pyrazol-1-yl)methyl]benzoateHCID 709829131-(5-(1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

Product 1

HCID 709834601-(5-(1-(3-Bromobenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one

Procedure

The title compound was prepared using a procedure analogous to methyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)benzoate except that 4-bromo-1H-pyrazole was replaced with 1-(5-(1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)-4-(2,3-dimethylphenoxy)butan-1-one and methyl 3-(bromomethyl)benzoate was replaced with 1-bromo-3-(bromomethyl)benzene. LCMS, [M+H]+=560.2.

Sources & evidence

ORD record
ord-bbf2d46a08b14c5284992dd65e6b5e8b
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

Loading…