Phosphorus oxybromide → 2-Bromo-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

HRID 1989124Notes

Reaction equation

HRID 1989124 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=O)[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[CH:3]=1.P(Br)(Br)([Br:21])=O>>[Br:21][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[CH:3]=[C:2]([CH3:1])[N:7]=1

Participants

3

Reactant 2

HCID 24613Phosphorus oxybromideHCID 574686446-Methyl-4-(4-(trifluoromethyl)phenyl)pyridin-2-OL

Product 1

HCID 574686462-Bromo-6-methyl-4-(4-trifluoromethyl-phenyl)-pyridine

Procedure

The title compound was prepared from 6-methyl-4-(4-trifluoromethyl-phenyl)-1H-pyridin-2-one (example A.30 step 1) (118.1 g, 466.4 mmol) and phosphoryl bromide (267.4 g, 933 mmol) according to the general procedure Ia to d preparation of bromides. Obtained as an off-white solid (109.67 g, 74%). MS (ISP) 316.0 [(M+H)+] and 318.0 [(M+2+H)+]; mp 74-76° C.

Sources & evidence

ORD record
ord-829addec90334b589dcf958a3163b83f
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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