Benzenamine, 3,5-bis(trifluoromethyl)- → N-(3,5-Bis-trifluoromethyl-phenyl)-4-(2,5-dichloro-phenoxy)-nicotinamide

HRID 1966992Notes

Reaction equation

HRID 1966992 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11](N1C2C(=CC=CC=2)CCC1)=[O:12].[F:28][C:29]([F:42])([F:41])[C:30]1[CH:31]=[C:32]([CH:34]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:36]=1)[NH2:33]>CCCCCCC.C(OCC)(=O)C>[F:28][C:29]([F:41])([F:42])[C:30]1[CH:31]=[C:32]([NH:33][C:11](=[O:12])[C:6]2[C:5]([O:4][C:3]3[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:2]=3[Cl:1])=[CH:10][CH:9]=[N:8][CH:7]=2)[CH:34]=[C:35]([C:37]([F:38])([F:39])[F:40])[CH:36]=1

Participants

4

Reactant 2

HCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 53311781[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

Product 1

HCID 86655953N-(3,5-Bis-trifluoromethyl-phenyl)-4-(2,5-dichloro-phenoxy)-nicotinamide

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to Example 1, from 4-(2,5-dichloro-phenoxy)-nicotinic acid (Example 1, intermediate) and 3,5-bis(trifluoromethyl)aniline (commercially available; CAS RN 328-74-5) and using a gradient of n-heptane:ethyl acetate (100:0 to 40:60) for the chromatographic purification. Light yellow foam (44%). MS (ESI): m/z=495.010 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-b0358ce4bfc84a4bb6b0aadbbd560d15
Source dataset
uspto-grants-2013_04
Patent number
US08420647B2

Reaction notes

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