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

HRID 1989111Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[NH:11][C:10](=O)[CH:9]=2)=[CH:4][CH:3]=1.P(Br)(Br)([Br:18])=O>>[Br:18][C:10]1[CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:13]=[C:12]([CH3:14])[N:11]=1

Participants

Reactant 2

HCID 24613Phosphorus oxybromide

HCID 574686404-(4-chloro-phenyl)-6-methyl-1H-pyridin-2-one

Product 1

HCID 574686412-Bromo-4-(4-chloro-phenyl)-6-methyl-pyridine

Procedure

The title compound was prepared from 4-(4-chloro-phenyl)-6-methyl-1H-pyridin-2-one (example A.27 step 1) (4.00 g, 18.2 mmol) and phosphoryl bromide (15.66 g, 54.6 mmol) according to the general procedure Ia to d preparation of bromides. Obtained as a light brown solid (2.95 g, 57%). MS (ISP) 282 [(M+H)+], 284 [(M+2+H)+] and 286 [(M+4+H)+]; mp 92° C.

Sources & evidence

ORD record: ord-fef7623e79034e9f9b2655d5c0909a0b
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07642264B2

Reaction notes

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