N-methyl-4-o-tolylpyridin-3-amine → N-Methyl-N-(4-o-tolyl-pyridin-3-yl)-2,6-bis-trifluoromethyl-isonicotinamide

HRID 878137Notes

Reaction equation

HRID 878137 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15].[F:16][C:17]([F:32])([F:31])[C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[N:26]=1)[C:21](O)=[O:22]>>[CH3:1][N:2]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])[C:21](=[O:22])[C:20]1[CH:24]=[C:25]([C:27]([F:28])([F:29])[F:30])[N:26]=[C:18]([C:17]([F:32])([F:16])[F:31])[CH:19]=1

Participants

3

Reactant 2

HCID 18403336N-methyl-4-o-tolylpyridin-3-amineHCID 306891352,6-Bis(trifluoromethyl)pyridine-4-carboxylic acid

Product 1

HCID 60197806N-Methyl-N-(4-o-tolyl-pyridin-3-yl)-2,6-bis-trifluoromethyl-isonicotinamide

Procedure

The title compound was prepared in analogy to example 90, from N-methyl-4-o-tolylpyridin-3-amine (example 1, intermediate a) and 2,6-bis(trifluoromethyl)isonicotinic acid (Key Organics Ltd.). The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of CH2Cl2: EtOAc (100:0 to 70:30). Light yellow foam (61%). MS (ESI): m/z=440.118 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography
  2. washeluting with a gradient of CH2Cl2: EtOAc (100:0 to 70:30)

Sources & evidence

ORD record
ord-01ea1928d26145a793c8fd0d18257b96
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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