Methyl 4-bromopicolinate → 4-(2,3-Dimethylphenoxy)-1-(5-(1-(3-methoxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

HRID 2175292Notes

Reaction equation

HRID 2175292 reaction equation
[CH3:1][C:2]1[C:33]([CH3:34])=[CH:32][CH:31]=[CH:30][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([N:10]1[C:19]2[C:14](=[C:15](C3C=CN=C(C(OC)=O)C=3)[CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1)=[O:9].BrC1C=CN=C(C(OC)=O)C=1.Br[C:47]1[CH:48]=[N:49][N:50]([CH2:52][C:53]2[CH:58]=[CH:57][CH:56]=[C:55]([O:59][CH3:60])[CH:54]=2)[CH:51]=1>>[CH3:1][C:2]1[C:33]([CH3:34])=[CH:32][CH:31]=[CH:30][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([N:10]1[C:19]2[C:14](=[C:15]([C:47]3[CH:48]=[N:49][N:50]([CH2:52][C:53]4[CH:58]=[CH:57][CH:56]=[C:55]([O:59][CH3:60])[CH:54]=4)[CH:51]=3)[CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1)=[O:9]

Participants

4

Reactant 3

HCID 12828947Methyl 4-bromopicolinateHCID 551371064-Bromo-1-(3-methoxybenzyl)-1H-pyrazoleHCID 70982851Methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate

Product 1

HCID 709825774-(2,3-Dimethylphenoxy)-1-(5-(1-(3-methoxybenzyl)-1H-pyrazol-4-yl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one

Procedure

The title compound was prepared using a procedure analogous to methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate except that methyl 4-bromopicolinate was replaced with 4-bromo-1-(3-methoxybenzyl)-1H-pyrazole. LCMS, [M+H]+=510.4.

Sources & evidence

ORD record
ord-17ec68a3ec1e43099f6fc6c0d1a5fddc
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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