Phosphorus oxychloride → 2-Chloro-6-methyl-4-(4-(trifluoromethyl)phenyl)pyridine

HRID 1989112Notes

Reaction equation

HRID 1989112 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(Cl)(Cl)([Cl:21])=O>>[Cl: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 24813Phosphorus oxychlorideHCID 574686446-Methyl-4-(4-(trifluoromethyl)phenyl)pyridin-2-OL

Product 1

HCID 574686432-Chloro-6-methyl-4-(4-(trifluoromethyl)phenyl)pyridine

Procedure

The title compound was prepared from 6-methyl-4-(4-trifluoromethyl-phenyl)-1H-pyridin-2-one (20 g, 79 mmol) and phosphoryl chloride (36.0 mL, 395 mmol) according to the general procedure Ia to d preparation of chlorides. Obtained as an off-white solid (17.35 g, 81%). NMR (DMSO-d6) δ 7.71 (s, 1H), 7.73 (s, 1H), 7.88 (d, 2H, J=8.1 Hz), 8.05 (d, 2H, J=8.1 Hz) ppm.

Sources & evidence

ORD record
ord-67a7341accf84a408908e20c8c76f6f3
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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