4-Cyano-3-fluorobenzyl bromide → 1-(4-Cyano-3-fluoro-benzyl)-2-methyl-4-oxo-2'-trifluoromethyl-1,4-dihydro-[3,4']bipyridinyl-5-carboxylic acid methylamide

HRID 512521Notes

Reaction equation

HRID 512521 reaction equation
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([F:11])[CH:4]=1.[CH3:12][NH:13][C:14]([C:16]1[C:17](=[O:33])[C:18]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)=[C:19]([CH3:22])[NH:20][CH:21]=1)=[O:15]>>[CH3:12][NH:13][C:14]([C:16]1[C:17](=[O:33])[C:18]([C:23]2[CH:28]=[CH:27][N:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)=[C:19]([CH3:22])[N:20]([CH2:2][C:3]2[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([F:11])[CH:4]=2)[CH:21]=1)=[O:15]

Participants

3

Reactant 2

HCID 27784664-Cyano-3-fluorobenzyl bromideHCID 867115712-Methyl-4-oxo-2'-trifluoromethyl-1,4-dihydro-[3,4']bipyridinyl-5-carboxylic acid methylamide

Product 1

HCID 867115721-(4-Cyano-3-fluoro-benzyl)-2-methyl-4-oxo-2'-trifluoromethyl-1,4-dihydro-[3,4']bipyridinyl-5-carboxylic acid methylamide

Procedure

Example 43 is prepared as described for example 2.1, substituting benzyl bromide with 4-bromomethyl-2-fluoro-benzonitrile and substituting preparation 5 with preparation 36a. ESI mass spectrum: [M+H]+=445; Retention time HPLC: 0.97 min (Z018_S04).

Workup

  1. customExample 43 is prepared
  2. custompreparation 5
  3. custom0.97 min (Z018_S04)

Sources & evidence

ORD record
ord-a6825938fb2f47b69e4d33316257a0c3
Source dataset
uspto-grants-2015_08
Patent number
US09102624B2

Reaction notes

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