Hydrogen Bromide → 4-trifluoromethyl-6-(4-trifluoromethylphenyl)-1H-pyridin-2-one

HRID 1696742Notes

Reaction equation

HRID 1696742 reaction equation
[O:1]=[C:2]1[C:7](C#N)=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:4]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[NH:3]1.Br>C(O)(=O)CC>[F:13][C:10]([F:11])([F:12])[C:6]1[CH:5]=[C:4]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)[NH:3][C:2](=[O:1])[CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 532565984-(Trifluoromethyl)-6-(4-trifluoromethylphenyl)-1,2-dihydro-2-oxopyridine-3-carbonitrile

Product 1

HCID 574686224-trifluoromethyl-6-(4-trifluoromethylphenyl)-1H-pyridin-2-oneYield 136.9%

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Procedure

The compound was prepared from 2-oxo-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-1,2-dihydro-pyridine-3-carbonitrile (42 g, 126 mmol) and 48% aqueous HBr in propionic acid according to general procedure Ia, step 2 protocol b. Obtained as a white solid (52.98 g, 88%). MS (ISP) 308.3 [(M+H)+]; mp 203-204° C.

Sources & evidence

ORD record
ord-2ca8c6836e3640af9ddb148c92123f33
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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