2,3-Dichloro-5-(trifluoromethyl)pyridine → 2-(4-Chloro-2-fluoro-5-methoxyphenyl)-3-chloro-5-trifluoromethylpyridine

HRID 1957236Notes

Reaction equation

HRID 1957236 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.ClC1C(Cl)=CC(C(F)(F)[F:30])=CN=1.ClC1C(OC)=CC(B(O)O)=C(F)C=1>>[Cl:1][C:2]1[C:3]([C:12]2[CH:13]=[C:14]([O:19][CH3:20])[C:15]([Cl:18])=[CH:16][C:17]=2[F:30])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

4

Reactant 3

HCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 10932600(4-Chloro-2-fluoro-5-methoxyphenyl)boronic acidHCID 157668763-Chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine

Product 1

HCID 110022952-(4-Chloro-2-fluoro-5-methoxyphenyl)-3-chloro-5-trifluoromethylpyridineYield 19%

Procedure

In a preparation similar to that described above for 3-chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine, reaction of 8.9 g (41 mmol) of 2,3-dichloro-5-trifluoromethylpyridine and 7.9 g (41 mmol) of 4-chloro-2-fluoro-5-methoxybenzeneboronic acid and subsequent purification of the crude product by chromatography on silica gel (methylene chloride as eluent) resulted in 2.6 g of colorless crystals.

Workup

  1. customIn a preparation similar to

Sources & evidence

ORD record
ord-d60befcae584477ba75be131f7f71d7c
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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