Propargyl bromide → 3-Chloro-2-(4-chloro-2-fluoro-5-propargyloxyphenyl)-5-trifluoromethylpyridine

HRID 1957239Notes

Reaction equation

HRID 1957239 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([O:19][CH2:20][C:21]#[CH:22])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.ClC1C(C2C=C(O)C(Cl)=CC=2F)=NC=C(C(F)(F)[F:31])C=1.C(Br)C#C>>[Cl:1][C:2]1[C:3]([C:12]2[CH:13]=[C:14]([O:19][CH2:20][C:21]#[CH:22])[C:15]([Cl:18])=[CH:16][C:17]=2[F:31])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

4

Reactant 3

HCID 7842Propargyl bromideHCID 118235682-Chloro-5-(3-chloro-5-trifluoromethylpyrid-2-yl)-4-fluorophenolHCID 190687583-Chloro-2-(4-chloro-3-propargyloxyphenyl)-5-trifluoromethylpyridine

Product 1

HCID 114513523-Chloro-2-(4-chloro-2-fluoro-5-propargyloxyphenyl)-5-trifluoromethylpyridineYield 67%

Procedure

In a preparation similar to that described above for 3-chloro-2-(4-chloro-3-propargyloxyphenyl)-5-trifluoromethylpyridine, reaction of 1.4 g (4.5 mmol) of 3-chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-trifluoromethylpyridine and 0.6 g (5 mmol) of propargyl bromide resulted in 1.1 g of colorless crystals. Yield: 67%; melting point: 97°-98° C.

Workup

  1. customIn a preparation similar to

Sources & evidence

ORD record
ord-e098c80d18ca491ba9f935c04f4ec9e6
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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