(3-Bromophenyl)acetonitrile → 2-(3-(1-(4-(2,3-Dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)phenyl)acetonitrile

HRID 2175266Notes

Reaction equation

HRID 2175266 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]=[C:49]([CH2:53][C:54]#[N:55])[CH:50]=[CH:51][CH:52]=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]=[C:49]([CH2:53][C:54]#[N:55])[CH:50]=[CH:51][CH:52]=3)[CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][CH2:11]1)=[O:9]

Participants

4

Reactant 3

HCID 36023(3-Bromophenyl)acetonitrileHCID 12828947Methyl 4-bromopicolinateHCID 70982851Methyl 4-(1-(4-(2,3-dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)picolinate

Product 1

HCID 709837522-(3-(1-(4-(2,3-Dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)phenyl)acetonitrile

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 replace with 2-(3-bromophenyl)acetonitrile. LCMS, [M+H]+=439.3.

Sources & evidence

ORD record
ord-2ba33b6596474765b2a4d5232829052c
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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