Benzyl Bromide → 2-Benzyloxy-5-(4-chloro-phenyl)-6-(2,4-dichloro-phenyl)-nicotinonitrile

HRID 916933Notes

Reaction equation

HRID 916933 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[C:17]1[NH:22][C:21](=[O:23])[C:20]([C:24]#[N:25])=[CH:19][C:18]=1[C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1>>[CH2:1]([O:23][C:21]1[C:20]([C:24]#[N:25])=[CH:19][C:18]([C:26]2[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=2)=[C:17]([C:11]2[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:10]=2[Cl:9])[N:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 219848256-(2,4-Dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

Product 1

HCID 443903752-Benzyloxy-5-(4-chloro-phenyl)-6-(2,4-dichloro-phenyl)-nicotinonitrile

Procedure

In the following Examples 20-24, the procedure described in Example 19, Step C was repeated but substituting the appropriately substituted benzyl halide for benzyl bromide in the reaction with 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-nitrile to afford the following compounds:

Workup

  1. customto afford the following compounds

Sources & evidence

ORD record
ord-f61e17e8f8d24b35b7566c59c0c344ad
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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