N-methyl-4-o-tolylpyridin-3-amine → HCID 86670724, compound

HRID 878095Notes

Reaction equation

HRID 878095 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]=[CH:25][C:26]=1[C:27]([F:30])([F:29])[F:28])[C:21](O)=[O:22]>CCCCCCC.CCOC(C)=O>[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]=[CH:25][C:26]([C:27]([F:28])([F:29])[F:30])=[C:18]([C:17]([F:16])([F:31])[F:32])[CH:19]=1

Participants

4

Reactant 2

HCID 18403336N-methyl-4-o-tolylpyridin-3-amineHCID 216606943,4-Bis(trifluoromethyl)benzoic acid

Product 1

HCID 86670724HCID 86670724, compound

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to example 90, from N-methyl-4-o-tolylpyridin-3-amine (example 1, intermediate a) and 3,4-bis(trifluoromethyl)benzoic acid (CAS RN 133804-66-7) and using a gradient of n-heptane:EtOAc (100:0 to 0:100) for the chromatographic purification. Yellow solid (43%). MS (ESI): m/z=439.12 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-b69dcef208b64c4d9b40024fb637c160
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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